3-THIEN-2-YLISOXAZOL-5-AMINE

Base Information

• Chemical Name: 3-THIEN-2-YLISOXAZOL-5-AMINE
• CAS No.: 35113-40-7
• Molecular Formula: C7H6 N2 O S
• Molecular Weight: 166.2
• Hs Code.: 2934999090
• Mol file: 35113-40-7.mol

Synonyms:5-Amino-3-(2-thienyl)isoxazole

Chemical Property of 3-THIEN-2-YLISOXAZOL-5-AMINE

Chemical Property:

• PSA: 80.29000
• LogP: 2.56650

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-(Thiophen-2-yl)isoxazol-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-THIEN-2-YLISOXAZOL-5-AMINE

There total 2 articles about 3-THIEN-2-YLISOXAZOL-5-AMINE 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: 75.0%

2-Thenoylacetonitrile (33898-90-7) → 3-(thiophen-2-yl)-1,2-oxazol-5-amine (35113-40-7)

Guidance literature:

With hydroxylamine; sodium hydroxide; In water; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2017.02.018

Reference yield: 44.0%

potassium cyanide (151-50-8) + 2-bromo-1-thiophen-2-yl-ethanone oxime → 3-(thiophen-2-yl)-1,2-oxazol-5-amine (35113-40-7)

Guidance literature:

In methanol; at 20 ℃; for 0.5h;

Reference yield: 85.0%

4-chloro-5,6-diphenylfuro[2,3-d]pyrimidine (65148-07-4) + 3-(thiophen-2-yl)-1,2-oxazol-5-amine (35113-40-7) → 5,6-diphenyl-N-[3-(2-thienyl)isoxazol-5-yl]furo[2,3-d]pyrimidin-4-amine (1610549-05-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 4h; Reflux; Inert atmosphere;

DOI:10.1002/cmdc.201300571

upstream raw materials:

2-Thenoylacetonitrile

potassium cyanide

Downstream raw materials:

5,6-diphenyl-N-[3-(2-thienyl)isoxazol-5-yl]furo[2,3-d]pyrimidin-4-amine

Refernces

• 1、 Ge, Yun,Sun, Wangbin,Chen, Yang,Huang, Yulin,Liu, Zhuang,Jiang, Yaojia,Loh, Teck-Peng. "Reactions of 5-Aminoisoxazoles with α-Diazocarbonyl Compounds: Wolff Rearrangement vs N-H Insertion". . p. 2676 - 2688. Retrieved 2019/02/26.
• 2、 Krasavin, Mikhail,Korsakov, Mikhail,Zvonaryova, Zhanna,Semyonychev, Evgenii,Tuccinardi, Tiziano,Kalinin, Stanislav,Tan?, Muhammet,Supuran, Claudiu T.. "Human carbonic anhydrase inhibitory profile of mono- and bis-sulfonamides synthesized via a direct sulfochlorination of 3- and 4-(hetero)arylisoxazol-5-amine scaffolds". . p. 1914 - 1925. Retrieved 2017/03/08.