Tag: M.W:100-200

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. 27996-86-7, name is 4-[1,2,4]Triazol-1-yl-benzaldehyde, A new synthetic method of this compound is introduced below., Safety of 4-[1,2,4]Triazol-1-yl-benzaldehyde

L-Proline (1.81 g, 15.6 mmol) was added to a stirring, heterogeneous mixture of 4-(1H-1,2,4-triazol-1-yl)benzaldehyde (13.5 g, 78.0 mmol, Intermediate 45, step a) and 2,2-dimethyl-1,3-dioxane-4,6-dione (11.2 g, 78.0 mmol) in ethanol (520 mL) at 23 C. After 1.5 hours, diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate (19.7 g, 78.0 mmol) was added in one portion. After 16 hours, the ethanol was removed by rotary evaporation at 35 C. to afford a yellow solid. Isopropanol (300 mL) was added and the heterogeneous mixture was stirred for 10 minutes at 23 C. The mixture was filtered and the filter cake was washed with isopropanol (150 mL). The solids were collected and dried under vacuum to provide the titled compound as a white solid.

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; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Pierce, Joan; Goldberg, Steven; Fourie, Anne; Xue, Xiaohua; US2014/107094; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 4928-87-4, name is 1,2,4-Triazole-3-carboxylic acid, molecular formula is C3H3N3O2, 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. COA of Formula: C3H3N3O2

General procedure: General Procedure (GP-Al) for carboxamide formation: A mixture of amine I (1 equiv) , desired carboxylic acid (1 equiv) , triethylamine (Et3N) (3 equiv) , and 2- (lfl-benzotriazole-l-yl) -1 , 1 , 3 , 3- tetramethyluronium hexafluoro-phosphate (HBTU) (1.5 equiv) in DMF (0.25 M) was stirred at room temperature until the reaction was complete by TLC or LC-MS. The mixture was diluted with 0 and extracted with EtOAc. The combined organic extracts were washed with H2O , brine, dried over Na2S0< , filtered, and concentrated under reduced pressure. The resulting residue was purified by either normal phase silica gel column chromatography (typical eluents included either a mixture of or hexanes and EtOAc or a mixture of CH2CI2 and a 90:9:1 mixture of CH2CI2/CHjOH/concentrated NH4OH} or C- 18 reversed phase column chromatography (typical eluents included CCN and H20) to afford the desired carboxamide XX. The product structure was verified by 1H NMR and by mass analysis. Example 2: (lH-1, 2, 4-Triazol-3-yl) ( ( 3a, 5R, 6aS) -5- (2- (trifluoromethyl)phenyl>hexahydrocyclopenta fc]pyrrol-2 (IH) -yl) methanone 18) Step A: Following general procedure GP-A1 , (3aR, 5S, 6aS) -5- (2- (trifluoromethyl) henyl) octahydrocyclopenta [c] yrrole hydrochloride and IH-l , 2 , 4-triazole-3-carboxylic acid were converted to (1H-1,2,4- triazol-3-yl) ( (3ai, SR, 6&S) -5- (2- (trifluoromethyl(phenyl) hexahydrocyclopenta[c]pyrrol-2 (IH) -yl)methanone as a white solid (0.071 g, 52%): NMR (500 MHz, CDC13) delta 12.7.1 (bs, IH) , 8.12 (bs, IH) , 7.67 (m, IH), 7.49 (m, 2H) , 7.26 (m, IH) , 4.43 (m, 2H) , 3.93 (m, 2H) , 3.53 (m, IH) , 3.08-2.81 (m, 2H) , 2.42 (m, 2H) , 1.65 (m, 2H) ; ESI MS m/z 351 [M + H]*.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4928-87-4, its application will become more common.

Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; PETRUKHIN, Konstantin; CIOFFI, Christopher; JOHNSON, Graham; DOBRI, Nicoleta; FREEMAN, Emily; CHEN, Ping; CONLON, Michael; ZHU, Lei; WO2014/152018; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 4922-98-9,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.

STEP E; A reaction mixture of compound 37-4 (28.4 mg, 0.1 mmol) and 3-phenyl-1 H- 1 ,2,4-tpiazol-5-amine (16 mg, 0.1 mmol) in ethanol was stirred at 80 0C for overnight. The product was purified using reverse phase HPLC. The two pure enantiomers (37-6 and 37-7) were chirally separated from 37-5 by chiral cell column (20 micron, 50 X 500 mm, 100percent MeOH with 0.1percent TFA as mobile phase at 80 mL/min).

The synthetic route of 4922-98-9 has been constantly updated, and we look forward to future research findings.

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

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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 13273-53-5

Butyllithium (2.5 M in hexanes) (1.84 mL, 4.59 mmol) was added dropwise to a solution of 4-bromo-1 -methyl-1 H-1 ,2,3-triazole (0.68 g, 4.17 mmol) in toluene (20 mL) at -78 C. The resulting reaction mixture was allowed to warm to 0 C. After stirring for 15 min chlorodiphenylphosphine (0.85 mL, 4.59 mmol) was added dropwise and the reaction mixture allowed to warm to room temperature. After stirring for 1 h the reaction mixture was diluted with EtOAc (10 mL) and washed with H2O (2 x 10 mL) followed by brine (10 mL). The resulting organics were dried over MgS04 and solvent removed under vacuo. The resulting residue was purified by silica column chromatography eluting with 0-40% EtOAc in hexanes to give 4-(diphenylphosphoryl)-1 -methyl-1 H-1 ,2,3-triazole (280 mg,19% yield) as a colourless oil, which solidified on standing and was used in the next step without any further purification. LC-MS (Method B) 268 [M+H]+; RT 1.44 min

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; RISING TIDE FOUNDATION; STEVENSON, Brett; RATCLIFFE, Andrew; (0 pag.)WO2019/234228; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 15988-11-1, The chemical industry reduces the impact on the environment during synthesis 15988-11-1, name is 4-Phenyl-1,2,4-triazolidine-3,5-dione, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of dimedone (1, 1 mmol), 4-phenylurazole (2, 1 mmol), aromatic aldehyde (3a-h, 1mmol) and S-LCCO nano perovskite (0.01 g) was mixed in a high-pressure Teflon reactor, which was equipped with a magnetic stirrer and an optical fiber, which was implemented to control the reaction’s temperature. The reaction mixture was irradiated by 400 W microwave at 80 oC, for the specified reaction times. TLC with n-hexan:ethylacetate eluent was used to monitor the progress of the reactions. After reaction completion and cooling, the reaction mixtures were filtered and washed with ethanol to separate the catalyst. First, 10 mL water was added to the solution. Then, EtOH/H2O (4:1) was added to crystallize the water insoluble crude products. Then the crystals were filtered to achieve pure products (4a-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-Phenyl-1,2,4-triazolidine-3,5-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zahedi, Najmeh; Javid, Ali; Mohammadi, Mohammad Kazem; Tavakkoli, Haman; Bulletin of the Chemical Society of Ethiopia; vol. 32; 2; (2018); p. 239 – 248;,
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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 7343-33-1

[00464j To a 1OOml flask was added 3-bromo-1H-i,2,4-triazole (739.8 mg, 5 mmol), CuT (95.2 mg, 0.50 mmol) and Cs2C03 (1.629 g, 5.0 mmol) and the flask was evacuated thenbackfilled with N2 before adding DMS0 (5 mL) and i-fluoro-3-iodo-5-methyl-benzene (590.1 mg, 2.50 mmol). The reaction mixture was heated at 100¡ãC for 20h at which time LCMSindicated the major peak was desired product. To the reaction mixture was added Et0Ac, the mixture was filtered through celite and to the filtrate was added brine. The organic phase wasdried over MgS04, filtered, evaporated to dryness and purified on an Isco 40g silica gel column eluting with heptanes and ethyl acetate to afford 3-bromo-i-(3-fluoro-5-methyl-phenyl)-i,2,4-triazole HG-3a (170 mg, 26.6percent). ?H NMR (300 MHz, CDC13) oe 8.43 (s, 1H), 7.29 (d, J = 2.7 Hz, 1H), 7.23 (dt, J = 9.0, 2.0 Hz, 1H), 6.97 (d, J = 9.1 Hz, 1H), 2.46 (s, 3H)ppm. ESI-MS m/z calc. 254.98074, found 257.97 (M+i) Retention time: 0.81 minutes.

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of 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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3641-13-2.

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

These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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. category: Triazoles

EXAMPLE 3 4,5-Dibromo-1H-1,2,3-triazole STR12 To a solution of 140 g (1.32 moles) of sodium carbonate in 650 ml of water was added 75 g (661 mmoles) of 1H-1,2,3-triazole-4-carboxylic acid. The resulting solution was subjected to the dropwise addition of 208 g (1322 mmoles) of bromine and then stirred overnight at room temperature. After cooling to 0¡ã C., the reaction was adjusted to pH 4 with 12N hydrochloric acid causing precipitation of 147 g (98percent) of 4,5-dibromo-1-H1,2,3-triazole as a white solid. The structure was confirmed by n.m.r. and I.R.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Stauffer Chemical Company; US4596596; (1986); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 81606-79-3, name is 2-(1,2,4-Triazol-1-yl)acetonitrile, 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 81606-79-3, Formula: C4H4N4

To a 50 mL microwave vial with 3-(2-hydroxyethyl)benzaldehyde (620 mg, 4.13 mmol), 2-(lH-l,2,4-triazol-l-yl)acetonitrile (892.60 mg, 8.26 mmol) in toluene (8 mL). DIPEA (2.67 g, 20.64 mmol) was added and stirred at 150 C in microwave. The crude residue was purified by flash column chromatography with DCM/MeOH to afford the title compound as oil (500 mg, 50%).

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, 2-(1,2,4-Triazol-1-yl)acetonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PRINCIPIA BIOPHARMA INC.; LOU, Yan; OWENS, Timothy Duncan; BRAMELD, Kenneth Albert; GOLDSTEIN, David Michael; (171 pag.)WO2019/99576; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

7343-33-1, name is 5-Bromo-1H-1,2,4-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. Formula: C2H2BrN3

To a suspension of 3-bromo-1H-1,2,4-triazole (5.0 g, 34 mmol) and cesiumcarbonate (11 g, 34 mmol) in acetonitrile (50 mL) was added 1,1,1-trifluoro-4-iodobutane (6.8 mL, 34 mmol). The solution was stirred at room temperature for 72 hours. The solution was poured into water (50 mL) and extracted with diethyl ether (2 x 100 mL). The combined organic layers were concentrated. Purification by flash column chromatography using 0-20percent ethyl acetate/hexanes as eluent, provided the titlecompound as a 70:30 mixture of isomers (3.2 g, 37percent). The mixture was used in the next step without further purification; Prepared using 4,4,5,5,5-pentafluoropentyl methanesulfonate and isolated as a light-brown liquid (3.5 g, 49percent): 1H NMR (400 MHz, CDCI3) O 7.90 (s, 1H), 4.32 – 4.30 (m, 2H), 2.27 – 2.00 (m, 4H); ESIMS m/z 308 ([M+H]).

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; (131 pag.)WO2017/40060; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics