Category: Triazoles

288-36-8, name is 1H-1,2,3-Triazole, 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. Recommanded Product: 288-36-8

Add 1.1 kg of acetone to the 5L reaction flask.131g 2-iodo-5-methylbenzoic acid,Stir and dissolve,Add 350g of anhydrous potassium carbonate,After heating to reflux (55-60 C) for half an hour, add 114g 1,2,3-triazole,2.4 g of cuprous iodide.The reaction was kept under reflux (55-60 C) for 8 hours, sampled, and sampled once every 1 h. After the reaction was completed, it was cooled to room temperature for filtration, and the filter cake was washed twice with 120 g of acetone to obtain a white solid at room temperature (20-30 C). The white solid was dissolved in 1.3 kg of purified water and stirred.After 30 min, hydrochloric acid was added dropwise at room temperature to adjust the pH of the system to 1.5-2.0 to obtain a large amount of white solid. It was stirred for 1-2 hours, filtered, and the filter cake was washed twice with purified water. The resulting solid was dried to dryness at 50 ¡À 5 C to give a crude compound.Add 1 compound of crude product, 0.2 kg of absolute ethanol and 0 kg of purified water to a 1 L reaction flask, and warm to 75-80 C.Clear, heat for half an hour, cool to 0-5 C, filter, filter cake with a cold ethanol solution rinse, to obtain a white solid compound 1 boutique.The compound 1 was placed in a blast drying oven at a temperature of 55 C ¡À 5 C and dried for 5 h. Sampling, sampling every 2h 1Time, until the test (rapid moisture analyzer: 105 C, 10 min) loss on drying ? 0.5%, get Suwoleisheng intermediate products -Compound 1 was fine white crystalline solid 86 g, yield: 93%. Purity: 99.91%, Cu < 5 ppm. The synthetic route of 288-36-8 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Zou Yiquan; Xu Jingren; Cai Wei; Xuan Jingan; Chen Lingwu; Ji Ye; Zhu Yunlong; Liu Jinfeng; Hu Tao; (8 pag.)CN109810067; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 6818-99-1, name is 3-Chloro-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

300 mg of intermediate 31, sodium hydride(60%, oil) 45 mg and DMF 1.3 mL, 116 mg of 3-chloro-1 H-1,2,4-triazole was added under ice cooling. After the reaction mixture was stirred for 20 hours under ice cooling, water was added to the reaction mixture,And extracted with ethyl acetate. The obtained organic layer was washed with water,After drying with anhydrous sodium sulfate, it was dried under reduced pressure.The obtained residue was subjected to silica gel chromatography,240 mg of the present compound 1299 described below was obtained.

The synthetic route of 6818-99-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical; Ikari, Kaori; (123 pag.)JP2019/6686; (2019); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4928-88-5, 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. 4928-88-5, name is Methyl 1H-1,2,4-triazole-3-carboxylate belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 8 A mixture of methyl 1,2,4-triazole-3-carboxylate (26.4 g, 0.21 mole) and beta-D-ribofuranosyl-1,2,3,5-tetraacetate (60.2 g, 0.19 mole) was melted and then 1.1 g of p-toluenesulfonic acid was added thereto. The reaction mixture was reacted for 5 hours, while maintaining the temperature of the reaction mixture at 95+-5¡ã C. And then, the reaction mixture was crystallized with 180.5 ml of methanol to give 68.9 g of 1-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-1,2,4-triazole-3-carboxylic acid methyl ester (yield: 95percent).

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, Methyl 1H-1,2,4-triazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lee, Tai-Au; Park, Nam-Jin; Khoo, Ja-Heouk; Lee, Byung-Cheol; US2003/120064; (2003); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 28938-17-2,Some common heterocyclic compound, 28938-17-2, name is 4,5-Dibromo-2-methyl-2H-1,2,3-triazole, molecular formula is C3H3Br2N3, 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.

Example 1 3.0 g (12.45 mmol) of 2-methyl-4,5-dibromo-2H-1,2,3-triazole was dissolved in 25 ml of tetrahydrofuran, cooled to -20?-10C, 6.85 ml (13.7 mmol) of 2.0M isopropylmagnesium chloride tetrahydrofuran solution was added dropwise slowly in 30 minutes. Added dropwise was completed, continued to stir for 30?60 minutes. Chlorine was inleted slowly until reaction liquid was no longer heating up. Reaction liquid was added by 20 ml of saturated ammonium chloride aqueous solution, extracted by using 30 ml of methyl tertiary butyl ether, dried by anhydrous sodium sulfate, concentrated to dry under reduced pressure, the residual solid was added by 20 ml of methyl tertiary butyl ether/n-hexane (1/5), heated to reflux for 1 hour, cooled to 0?10C, continued to be stirred for 1 hour, filtered, vacuum dried under a temperature <40C. 2.06 g of 2-methyl-4-bromo-5-chloro-2H-1,2,3-triazole solid was obtained, the yield was 85%. 1H NMR (CDCl3, 400 MHz): delta 4.15 (s, 3H); 13C NMR (CDCl3, 400 MHz): delta 137.0, 120.8, 43.1. The synthetic route of 28938-17-2 has been constantly updated, and we look forward to future research findings. Reference:
Patent; ABA Chemicals Corporation; JIANG, Yueheng; QUE, Limin; CAI, Tong; QIN, Dongguang; EP2889292; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 7170-01-6, These common heterocyclic compound, 7170-01-6, name is 3-Methyl-1H-1,2,4-triazole, its 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.

To a solution of 4-fluorobenzaldehyde (3.63 g) and 3-methyl-lH-l,2,4-triazole (2.92 g; prepared according to US 2006/293304) in dry DMF (35 mL) was added K2C03 (24.25 g) at rt. The reaction mixture was stirred at 120C overnight, then cooled to rt and diluted with EA and water. The aq. layer was extracted with EA (2x) and the combined org. layers were washed with water and brine, dried over MgS04, filtered and concentrated under reduced pressure. The title compound was obtained, after purification by CC (Hept/EA 80:20 to 50:50), as a yellow solid (36% yield).1H NMR (CDCls) delta: 10.06 (s, 1H); 8.58 (s, 1H); 8.04 (d, J = 8.0 Hz, 2H); 7.88 (d, J = 8.0 Hz, 2H); 2.53 (s, 3H).

The synthetic route of 7170-01-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BUR, Daniel; GUDE, Markus; HUBSCHWERLEN, Christian; PANCHAUD, Philippe; WO2011/121555; (2011); 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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, A new synthetic method of this compound is introduced below., category: Triazoles

General procedure: Into a round bottom flask was added 5.71mmolof triazole type 12 or 21a in 50mL of dry THF, 17.13mmolof sodium hydride and 57.1mmolof alkyl bromide. The mixture was heated to reflux, and reaction progress was monitored by TLC. Subsequently, the solvent was evaporated and the mixture was extracted with ethyl acetate, washed with distilled water (3¡Á100mL) and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the product was purified via silica-gel column chromatography using a gradient mixture of hexane-ethyl acetate, to afford the pure derivatives 14a-g and 23a-b.

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:
Article; Gonzaga, Daniel; Senger, Mario Roberto; Da Silva, Fernando De Carvalho; Ferreira, Vitor Francisco; Silva Jr., Floriano Paes; European Journal of Medicinal Chemistry; vol. 74; (2014); p. 461 – 476;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, its 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. Safety of 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione

Compound 10 was synthesized with reference to Patent CN10352440A reported. Compound 10 (50. 00mg,187 ¡¤ 02umol, 1 ¡¤ OOeq), compound 14 (54. 56mg, 224. 42umol, 1 ¡¤ 20eq) and potassium carbonate (31. 02mg,224. 42umol, 1.20eq) were dissolved in N, Nu- dimethylformamide (10. OOmL), and the reaction was stirred between 15 C under 2.5 hours. After completion of the reaction, the reaction solution was spin-dried to give the crude product as a yellow solid. The crude product is purified by PTLC thin layer chromatography (developingSolvent: 50% ethyl acetate / petroleum ether) to give compound 15 as a colorless oil.

The synthetic route of 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Matilda drug R & D Co., Ltd.; Wang, Jainfei; Zhang, Jing; Zhang, Long; Zhang, Yang; Li, Jian; Chen, Shuhui; (43 pag.)CN105622531; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 3641-13-2,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.

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 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, 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

Application of 27808-16-8,Some common heterocyclic compound, 27808-16-8, name is 4-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, 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.

The 5-chloro-6-methyl-pyrazolo [1,5-a] pyrimidine-3-carboxylic acid butyl 3rd (607 mg) for N, N- dimethyl formamide (39.8 ml) is added a solution of 4-methyl -1H-1, 2, 3-triazole (208 mg) and potassium carbonate (378 mg). The reaction mixture is stirred at room temperature for 2 hours, to be added, and the mixture is extracted with ethyl acetate. Extract water and saturated salt water cleaning, drying with anhydrous sodium sulfate, and the evaporation of the solvent under reduced pressure. Aid hemostasis by silica gel column chromatography purification (hexane/ethyl acetate), in order to produce the title compound (167 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Methyl-1H-1,2,3-triazole, its application will become more common.

Reference:
Patent; TAKED A PHARMACEUTICAL COMPANY LIMITED; KAWASAKI, MASANORI; MIKAMI, SATOSHI; NAKAMURA, SHINJI; NEGORO, NOBUYUKI; IKEDA, SHUHEI; ASHIZAWA, TOMOKO; MARUI, SHOGO; TANIGUCHI, TAKAHIKO; (135 pag.)TW2016/520; (2016); A;,
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. Computed Properties of C3H3N3O2

A. (2S,4R)-5-Biphenyl-4-yl-2-hydroxymethyl-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid (R4=H; R7=H) 1,2,3-Triazole-4-carboxylic acid (130 mg, 1.2 mmol, 1.2 eq.) and HATU (400 mg, 1.1 mmol, 1.1 eq.) were dissolved in DIPEA (167 muL) and the resulting mixture was stirred for 5 minutes at room temperature in DMF (0.2 mL). DIPEA (3 eq.) and (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid (300 mg, 957 nmol, 1.0 eq.) dissolved in DMF (0.2 mL) was added, and the resulting mixture was stirred for 15 minutes. The reaction was quenched with AcOH and the product was purified by preparative HPLC then lyophilized to yield the title compound (120 mg, 95% purity). MS m/z [M+H]+ calc’d for C22H24N4O4, 409.18. found 409.4.

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