Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, belongs to triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3641-13-2, category: Triazoles

Example 1 – Preparation of an Azo Compound; In this example the desired pH for the coupling reaction between a diazotised amine and a coupling component was a pH in the range 7 to 9.(a) Preparation of Coupling Component StreamNaphthalene-2-hydroxy-3,6-disulphonylamino-4-benzoic acid (0.91 mol) was dispersed in water (8.3kg). Once charging was complete, the pH was adjusted to 7-8 using 47% sodium hydroxide solution. Agitation was continued until dissolution was complete. The volume was made up to 9.2L by the addition of further water as required.(b) Preparation of Amine and Nitrite Solution3-Amino-1,2,4-triazole-5-carboxylic acid (1.27mol) was dissolved in water (2.9kg) at 45C, pH 9. The pH was maintained at 9 to 10 by addition of 47% sodium hydroxide solution as required. The solution was cooled to room temperature and sodium nitrite (1.33mol) was added. Stirring was continued until dissolution was complete. The volume was made up to 3.2L by the addition of further water as required.(c) Continuous Manufacture of Desired ProductThe reaction apparatus consisted of a number of feed vessels and pumps, two reactors, a product hold tank (or “buffer vessel”) and containers for the collection of product.The first reactor was a small continuous stirred tank reactor for the production of the diazonium salt. This reactor was assembled such that the overflow (i.e. outlet) stream from this reactor would flow into the second reactor.The second reactor consisted of a length of flexible tubing arranged in a “loop”. Into this loop were fitted a centrifugal recirculation pump, a flow meter, a pH sensor, inlet ports for diazonium salt, coupling component stream and sodium hydroxide stream for pH adjustment and an exit port for the desired chemical compound. A flow meter and inlet port for diazonium salt were positioned downstream of the recirculation pump and the exit port was positioned still further downstream, such that the majority of the tubing length lay between the inlet port for the diazonium salt and the exit port. The exit port was located at the highest point of the loop reactor. The coupling component and sodium hydroxide inlet ports, and a pH sensor, were fitted between the exit port and the inlet (“suction side”) of the recirculation pump.Prior to start-up, the loop reactor was filled with water and the recirculation pump was started. The flow rate was adjusted to approximately 4 litres per minute (approximately 240L/h) at the outlet of the recirculation pump. The exit port was initially directed to a waste receiver. The reagent feed pumps were set to the correct flow rates as given below and the diazonium salt precursors, coupling component and sodium hydroxide solution were charged to the appropriate feed vessels.A small amount of sodium hydroxide was then fed into the loop to raise the pH to pH to approximately pH 10. The coupling component feed pump was started, such that coupling component stream entered the loop. The flow was allowed to continue until coupling component was present throughout the loop and the pH had stabilised at 8.5-9.5. The coupling component pump was then stopped.The agitator in the first reactor (where the diazonium salt will be prepared) was switched on. The amine / sodium nitrite feed and hydrochloric acid feed pumps were started, giving flows of 7.7 litres per hour and 4.2 litres per hour respectively of the amine/nitrite solution and the hydrochloric acid solution into the first reactor to form a diazonium salt. The first reactor was allowed to fill.Once the first reactor had filled, the coupling component feed pump was restarted (giving a flow of 22.1 litres per hour) and diazonium salt slurry formed in the first reactor was allowed to flow into the loop reactor. Via the inlet port. The pH of the coupling component in the loop reactor was maintained at approximately 9 by feeding in sodium hydroxide at an appropriate rate (a variable speed pump and pH controller were used to achieve this). A distinct colour change was observed to spread through the loop reactor from the diazonium salt inlet port, indicating the formation of the desired chemical compound (an azo dye). The desired chemical compound overflowed from the loop reactor via the exit port at a rate of approximately 37 litres per hour. The recycled flow therefore exceeded the throughput by a factor of approximately 6, therefore the Recirculation Ratio was about 6. This recycled stream of desired chemical compound provided pH buffering for subsequent cycles of the loop, such that the desired chemical compound was obtained consistently at approximately pH8.It was found that the loop reactor took a few residence times to achieve steady state, so the first 2.5 litres of product were discarded and the second 2.5 litres were collected and analysed separately from the bulk.The desired chemical compound was obtained in good yield and purity.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVECIA INKJET LIMITED; WO2006/8495; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 135242-93-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of carbonyldiimidazole (CDI) (97 g, 0.6 mol), (l-methyl-l,2,4-triazol-3- yl)methanol (67.7 g, 0.6 mol), and 2-MeTHF (1150 mL) was stirred at room temperature (20 C) for 2h. The reaction mixture was added to a stirred mixture of (S)- 1 -amino-N-(3-chloro- 4-fluorophenyl)-7-fluoro-2,3-dihydro-lH-indene-4-carboxamide hydrochloride (143.3 g, 0.4 mol), 2-MeTHF (860 mL), and N,N-diisopropylethylamine (129 g, 1 mol). The mixture was heated to 60 C and the contents maintained at 60 C for 6h. The contents were cooled to 20 C, water (285 mL) was added, and the mixture was stirred for 15 min. The layers were separated and the organic layer was washed with water two times (285 mL each time). The organic layer was filtered through a pad of Celite, and rinsed with 145 mL 2-MeTHF (1 volume). The solution was concentrated to about 700 mL under vacuum. 2-propanol (710 mL) was added and the mixture concentrated to about 700 mL. Additional 2-propanol (710 mL) was added and the mixture concentrated to approximately 1000 mL. The slurry was heated at 45 C for 2h and cooled to 20 C, over lh. The slurry was stirred at 20 C for 2h, and the product filtered. The product was washed with 2-propanol two times (286 mL each wash), and the wet product was dried under vacuum to give (1 -methyl- 1H- 1,2, 4-triazol-3- yl)methyl (S)-(4-((3-chloro-4-fluorophenyl)carbamoyl)-7-fluoro-2,3-dihydro-lH-inden-l- yl)carbamate (I) as solid (144.5 g, 78.4% yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew G.; KULTGEN, Steven; PAMULAPATI, Ganapati Reddy; (70 pag.)WO2020/46941; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Computed Properties of C3H3N3O2

Compound 2 (35 mg, 83 mumol) was combined with HATU (38 mg, 100 mumol), 1H-[1,2,3]triazole-4-carboxylic acid (12.3 mg, 108 mumol) in DMF (0.5 mL). DIPEA (43.7 muL, 250 mumol) was added and the mixture was stirred for 2 hours. EtOAc was added, followed by a saturated aqueous NH4Cl solution. The mixture was stirred for 10 minutes then concentrated under reduced pressure to yield Compound 3.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Fleury, Melissa; Hughes, Adam D.; US2014/45906; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: Triazoles

1,2,3-Triazole-4-carboxylic acid (14 mg, 124 mumol), DIPEA (86.3 muL, 496 mumol) and HATU (47.1 mg, 124 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid methoxycarbonylmethyl ester (47.8 mg, 124 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (18 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H28N4O6, 481.20. found 481.2.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 4928-87-4

A mixture of 3-(6-phenylpyridin-3-yl)-5-(piperidin-4-yl)-8,9- dihydropyrazolo[l,5-a]pyrido[3,2-e]pyrimidin-6(7H)-one (70 mg, 0.17 mmoL), 1H- 1,2,4- triazole-3-carboxylic acid (20.5 mg, 0.18 mmoL), EDC (63 mg, 0.33mmoL), HOBt (44.6 mg, 0.33 mmoL) and DIEA (172.2 uL, 0.99 mmoL) in DMF (3 mL) was stirred at room temperature for 2h. Purification with prep-LC provided 5-(l-(4H-l ,2,4-triazole-3- carbonyl)piperidin-4-yl)-3~(6-phenylpyridin-3-yl)-8,9-dihydropyrazolo[l,5-a]pyrido[3s2- e]pyrimidin-6(7H)-one: LCMS tR = 3.15 Min (10 rain run, UV 254nm)- Mass calculated for, M+ 519.2, observed LC/MS m/z 519.97 (M+H).

The synthetic route of 4928-87-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; MENG, Zhaoyang; REDDY, Panduranga Adulla, P.; SIDDIQUI, M. Arshad; MANDAL, Amit, K.; LIU, Duan; ZHAO, Lianyun; MCRINER, Andrew; WO2012/27234; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, molecular formula is C3H4N4O2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. HPLC of Formula: C3H4N4O2

General procedure: A mixture of benzil (0.01 mol), aldehydes (0.01 mol), 3-amino-1,2,4-triazole-5-carboxylic acid (0.01 mol), ammonium acetate (0.01 mol) and ceric ammonium nitrate (15 mol%) as a catalyst were refluxed in ethanol (15 mL) for about 3-4 h. The progress of the reaction was monitored by TLC. After completion of reaction, the mixture was cooled to room temperature. The solid formed was filtered and dried. The crude products were recrystallized by ethanol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3641-13-2, its application will become more common.

Reference:
Article; Nikalje, Anna Pratima G.; Ghodke, Mangesh S.; Kalam Khan, Firoz A.; Sangshetti, Jaiprakash N.; Chinese Chemical Letters; vol. 26; 1; (2015); p. 108 – 112;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 13273-53-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 6,8-dichloro-2-methyl-4-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,2,3,4-tetrahydroisoquinoline(50 mg) obtained in Reference Example 3-1 in a dioxane (1.0 mL)-water (0.25 mL) mixed solvent,4-bromo-1-methyltriazole (23 mg), tri(2-furyl)phosphine (17 mg), cesium carbonate (78 mg), and tris(dibenzylideneacetone)dipalladium(0) (11 mg) were added in a nitrogen gas atmosphere, and the mixture was stirred at 90C for 5 hours.The reaction solution was allowed to cool, and then, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered, and then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (Biotage(registeredtrademark) SNAP Cartridge HP-Sphere, hexane:ethyl acetate = 100:0 ? 5:95) to obtain the title compound (12 mg,yield: 23%) as a light brown amorphous substance. 1H NMR (300 MHz, CDCl3) delta ppm 2.48 (s, 3H), 2.63 (dd, J=11.0, 8.5Hz, 1H), 3.03 (dd, J=11.0, 4.9Hz, 1H), 3.52 (d,J=15.7Hz, 1H), 3.84 (d, J=15.7Hz, 1H), 4.15 (s, 3H), 4.25-4.32 (m, 1H), 6.80-6.83 (m, 1H), 7.08-7.15 (m, 1H), 7.23 (d,J=2.0Hz, 1H), 7.33-7.40 (m, 1H), 7.60-7.80 (m, 3H). MS (+): 373 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Bromo-1-methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; KURODA, Shoichi; KAWABE, Kenichi; USHIKI, Yasunobu; OHTA, Hiroshi; UNEUCHI, Fumito; SHIBATA, Tsuyoshi; TABUSE, Hideaki; MUNETOMO, Eiji; CHONAN, Sumi; (140 pag.)EP3173408; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1338226-21-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1338226-21-3, name is 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-5-methyl-2-phenylphenol (62.2 mg, Intermediate Bi) inacetone (2 mL) was added K2C03 (42.6 mg) and 3-(chloromethyl)-4-methyl-1H-1,2,4-triazol- 5(4H)-one (35 mg, CAS: 1338226-21-3). The reaction mixture was stirred for 2 hours at reflux. The reaction mixture was poured on 10% aqueous NH4C1 solution (30 mL) and EtOAc (30 mL)and the layers were separated. The aqueous layer was extracted a second time with EtOAc (30 mL). The organic layers were washed with brine (30 mL), dried over MgSO4, filtered andconcentrated in vacuo. The residue was purified by silica gel chromatography on a 20 g column using an Flashmaster MPLC-system eluting with a gradient of DCM: MeOH (100/0 to 50/50) to give the title compound as an off-white solid (7 mg, 9%). MS (ESI): mlz = 330.100 [M+H].

The chemical industry reduces the impact on the environment during synthesis 3-(Chloromethyl)-4-methyl-1H-1,2,4-triazol-5(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERT, Jerome; HUNZIKER, Daniel; KUEHNE, Holger; LUEBBERS, Thomas; MARTIN, Rainer E.; MATTEI, Patrizio; NEIDHART, Werner; RICHTER, Hans; RUDOLPH, Markus; PINARD, Emmanuel; (450 pag.)WO2017/37146; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4922-98-9, name is 5-Phenyl-1H-1,2,4-triazol-3-amine, molecular formula is C8H8N4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Product Details of 4922-98-9

Example 38; STEP A; To the solution of 3-phenyl-1H-1 ,2,4-triazol-5-amine (32 mg, 0.2 mmol) in DMA (0.5 ml_) was added ethyl 4-chloro-4,4-difluoro-3-oxobutanoate (40 mg, 0.2 mmol). The reaction mixture was stirred in microwave at 180 0C for 20 minutes, and then cooled to room temperature. The product, compound 38-1 , was purified by reverse phase HPLC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4922-98-9, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; SHIPPS, JR., Gerald, W.; CHENG, Cliff, C.; HUANG, Xiaohua; ACHAB, Abdelghani, Abe; ORTH, Peter; VOIGT, Johannes, H.; SOUCY, Kyle, Ann; WO2010/56631; (2010); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 626248-56-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of tert-butyl (1S,2R)-2-(5-bromo-6-cyanopyridin-3-ylamino)cyclohexylcarbamate (90 mg, 0.227 mmol), 3-(2H-1,2,3-triazol-2-yl)aniline (40 mg, 0.250 mmol), NaOPh trihydrate (50 mg, 0.294 mmol), xantphos (30 rng, 0.051 mmol) and Pd2dba3 (18 mg, 0.019 mmol) in dioxane (3 mL) was degassed with Ar, then was stirred at 110 C for 20 h. Water and EtOAc were added. Organic phase was separated, washed with aq. 1N NaOH, dried over Na2SO4, concentrated in vacuo to give tert-butyl (1S,2R)-2-(5-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-6-cyanopyridin-3-ylarnino)cyclohexylcarbamate, which was then dissolved in trifluoroacetic acid (5 mL). The solution was allowed to stand for 2 h. Excess of trifluoroacetic acid was removed in vacuo. The residue was purified by HPLC to give 3-(3-(2H-1,2,3-triazolyl)phenylamino)-5-((1R,2S)-2-aminocyclohexy]amino)picolinonitrile (70 mg).

The synthetic route of 3-(2H-1,2,3-Triazol-2-yl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; SONG, Yonghong; XU, Qing; SRAN, Arvinder; BAUER, Shawn M.; JIA, Zhaozhong J.; KANE, Brian; PANDEY, Anjali; WO2013/192046; (2013); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics