Acetic acid, 2-[[5-amino-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester

Base Information

• Chemical Name: Acetic acid, 2-[[5-amino-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester
• CAS No.: 878671-98-8
• Molecular Formula: C₁₈H₁₈N₄O₂S
• Molecular Weight: 354.433
• Mol file: 878671-98-8.mol

Synonyms:

Chemical Property of Acetic acid, 2-[[5-amino-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester

Chemical Property:

• Boiling Point: 598.3±60.0 °C(Predicted)
• PKA: 2.40±0.10(Predicted)
• Density: 1.46±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

Methyl2-((5-amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid, 2-[[5-amino-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester

There total 13 articles about Acetic acid, 2-[[5-amino-4-(4-cyclopropyl-1-naphthalenyl)-4H-1,2,4-triazol-3-yl]thio]-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

5-amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol (878671-96-6) + methyl chloroacetate (96-34-4) → 2-((5-amino-4-(4-cyclopropyl-naphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid methyl ester (878671-98-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 24h;

Reference yield:

1-cyclopropyl-naphthalene (25033-19-6) → 2-((5-amino-4-(4-cyclopropyl-naphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid methyl ester (878671-98-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium nitrite / 2.5 h / 0 °C

2.1: hydrogen / palladium 10% on activated carbon / ethanol

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C

4.2: 60 h / 50 °C

5.1: potassium carbonate / 24.08 h / 20 °C

With hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium nitrite; palladium 10% on activated carbon; In ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

3-amino-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione (878671-96-6) + bromoacetic acid methyl ester (96-32-2) → 2-((5-amino-4-(4-cyclopropyl-naphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid methyl ester (878671-98-8)

Guidance literature:

In N,N-dimethyl-formamide; at 14 - 22 ℃;

upstream raw materials:

5-amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol

methyl chloroacetate

1-cyclopropyl-naphthalene

1-Bromonaphthalene

Downstream raw materials:

2-{[5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetic acid

Refernces

• 1、 Zhao, Tong,Meng, Qing,Sun, Zhuosen,Chen, Yanyu,Ai, Wei,Zhao, Zean,Kang, Dongwei,Dong, Yue,Liang, Ruipeng,Wu, Ting,Pang, Jianxin,Liu, Xinyong,Zhan, Peng. "Novel Human Urate Transporter 1 Inhibitors as Hypouricemic Drug Candidates with Favorable Druggability". . p. 10829 - 10854. Retrieved 2020/11/09.
• 2、 -. "MANUFACTURE OF 2- (5- BROMO-4 (-CYCLOPROPYLNAPHTHALEN-1-YL) -4H-1,2,4-TRIAZOL-3-YLTHIO) ACETIC ACID". . . Retrieved 2014/01/18.