4-(Thiazol-2-ylcarbamoyl)-butyric acid

Base Information

• Chemical Name: 4-(Thiazol-2-ylcarbamoyl)-butyric acid
• CAS No.: 100377-67-1
• Molecular Formula: C8H10N2O3S
• Molecular Weight: 214.24200
• European Community (EC) Number: 666-257-1
• DSSTox Substance ID: DTXSID80352130
• Wikidata: Q82129122
• Mol file: 100377-67-1.mol

Synonyms:4-(Thiazol-2-ylcarbamoyl)-butyric acid;100377-67-1;5-oxo-5-(thiazol-2-ylamino)pentanoic acid;5-oxo-5-(1,3-thiazol-2-ylamino)pentanoic acid;Cambridge id 5133958;4-[(1,3-thiazol-2-yl)carbamoyl]butanoic acid;TimTec1_008413;Oprea1_402267;Oprea1_764586;SCHEMBL5849464;DTXSID80352130;HMS1557O09;STK731739;4-(thiazol-2-ylcarbamoyl)butyric acid;AKOS000301104;CCG-110804;N-(2-THIAZOLYL)GLUTARAMIC ACID;SDCCGMLS-0065513.P001;5-oxo-5-(thiazol-2-ylamino)pentanoicacid;CS-0321578;EU-0043749;SR-01000396377;SR-01000396377-1;Z57705681;F0777-0657

Chemical Property of 4-(Thiazol-2-ylcarbamoyl)-butyric acid

Chemical Property:

• PSA: 107.53000
• LogP: 1.40950
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 214.04121336
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

99% ^*data from raw suppliers

N-(2-THIAZOLYL)GLUTARAMIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=N1)NC(=O)CCCC(=O)O

Technology Process of 4-(Thiazol-2-ylcarbamoyl)-butyric acid

There total 2 articles about 4-(Thiazol-2-ylcarbamoyl)-butyric acid 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: 90.0%

2-thiazolylamine (96-50-4) + glutaric anhydride, (108-55-4) → 4-(thiazol-2-ylcarbamoyl)butaric acid (100377-67-1)

Guidance literature:

In acetic acid; for 12h; Reflux;

Reference yield:

1,5-pentanedioic acid (110-94-1) + aminothiazole hydrochloric acid (6142-05-8) → 4-(thiazol-2-ylcarbamoyl)butaric acid (100377-67-1)

Guidance literature:

With sulfuric acid; at 40 - 60 ℃; for 0.166667h; Title compound not separated from byproducts;

DOI:10.1007/BF00773001

Reference yield:

4-(thiazol-2-ylcarbamoyl)butaric acid (100377-67-1) → 5-(4-Chloro-benzenesulfonylamino)-5-oxo-pentanoic acid (5-nitro-thiazol-2-yl)-amide

Guidance literature:

Multi-step reaction with 2 steps

1: 20percent oleum, NaNO₃ / 1 h / 25 - 30 °C

2: 39 percent / 20percent oleum / 0.17 h / 30 - 40 °C

With sodium nitrate; sulfuric acid;

DOI:10.1007/BF00773001

upstream raw materials:

2-thiazolylamine

glutaric anhydride,

1,5-pentanedioic acid

aminothiazole hydrochloric acid

Refernces

• 1、 El-Sayed, Nahed Nasser E.,Al-Balawi, Nawal Ali,Alafeefy, Ahmed M.,Al-Alshaikh, Monirah A.,Khan, Khalid Mohammed. "Synthesis, characterization and antimicrobial evaluation of some thiazole-derived carbamates, semicarbazones, amides and carboxamide". . p. 358 - 368. Retrieved 2016/08/20.