2-Amino-4-thiazoleacetic acid

Base Information

• Chemical Name: 2-Amino-4-thiazoleacetic acid
• CAS No.: 29676-71-9
• Molecular Formula: C5H6N2O2S
• Molecular Weight: 158.181
• Hs Code.: 2934.90
• European Community (EC) Number: 249-769-6
• UNII: QSH3O4TNJT
• DSSTox Substance ID: DTXSID0024509
• Nikkaji Number: J207.945C
• Wikidata: Q27287479
• ChEMBL ID: CHEMBL71460
• Mol file: 29676-71-9.mol

Synonyms:(2-amino-1,3-thiazol-4-yl)acetic acid

Chemical Property of 2-Amino-4-thiazoleacetic acid

Chemical Property:

• Appearance/Colour: almost white to light beige crystalline powder
• Vapor Pressure: 4.4E-07mmHg at 25°C
• Melting Point: 130 °C (dec.)(lit.)
• Refractive Index: 1.6430 (estimate)
• Boiling Point: 399.016 °C at 760 mmHg
• PKA: 3.20±0.10(Predicted)
• Flash Point: 195.118 °C
• PSA: 104.45000
• Density: 1.553 g/cm³
• LogP: 0.93360
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly)
• Water Solubility.: 6.5 g/L (20 ºC)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 158.01499861
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

99% ^*data from raw suppliers

2-Amino-4-thiazoleacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C(S1)N)CC(=O)O
• Uses: 2-Amino-4-thiazoleacetic acid has been used in:preparation of poly(2-amino-4-thiazoleacetic acid)/multiwalled carbon nanotubes modified glassy carbon electrodes, for the voltammetric determination of copper ionselectrochemical synthesis of novel thiozole-based copolymer with 2-aminothiazolepreparation of aquabis(2-amino-1,3-thiazole-4-acetato-κ2O,N3)nickel (II)

Technology Process of 2-Amino-4-thiazoleacetic acid

There total 5 articles about 2-Amino-4-thiazoleacetic 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: 89.7%

ethyl 2-amino-1,3-thiazol-4-acetate (53266-94-7) → 2-amino-4-thiazoleacetic acid (29676-71-9)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 3h; Reflux;

DOI:10.1002/jhet.2871

Reference yield: 89.5%

(2-aminothiazol-4-yl) ethyl acetate hydrochloride → 2-amino-4-thiazoleacetic acid (29676-71-9)

Guidance literature:

With water; sodium hydroxide; at 30 - 40 ℃; for 0.5h; Temperature;

Reference yield: 50.0%

4-chloroacetoacetyl chloride (41295-64-1) + thiourea (17356-08-0) → 2-amino-4-thiazoleacetic acid (29676-71-9)

Guidance literature:

4-chloroacetoacetyl chloride; thiourea; In 2-ethoxy-ethanol; water; at 130 - 140 ℃;

With sulfuric acid; In 2-ethoxy-ethanol; water;

DOI:10.1016/j.molstruc.2021.132315

upstream raw materials:

ethyl 2-amino-1,3-thiazol-4-acetate

4-chloroacetoacetyl chloride

thiourea

Downstream raw materials:

4-methylthiazol-2-ylamine

ethyl 2-amino-1,3-thiazol-4-acetate

(2-amino-thiazol-4-yl)-acetic acid methyl ester

3-[(N,N-dimethylaminophenyl)-4'-diazenyl]thiazoleacetic acid

Refernces

• 1、 Anbazhagan, V.,Britto, S.,Kanagasabapathy, G.. "Synthesis, characterization and molecular docking studies of acetamide derivatives of 2-aminothiazole and 2-dihydropyridinone derivative of benzimidazole". . . Retrieved 2022/01/13.
• 2、 Xu, Guiqing,Mao, Shen,Mao, Longfei,Jiang, Yuqin,Zhou, Yong,Shen, Jiaxuan,Dong, Wenpei. "Study on a New Method for Synthesis of Mirabegron". . p. 2703 - 2707. Retrieved 2017/09/26.