1-[4-Amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone

Base Information

• Chemical Name: 1-[4-Amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone
• CAS No.: 39736-26-0
• Molecular Formula: C₆H₈N₂OS₂
• Molecular Weight: 188.274
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID50355693
• Nikkaji Number: J3.281.999K
• Wikidata: Q82134722
• Mol file: 39736-26-0.mol

Synonyms:39736-26-0;1-[4-amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone;1-(4-Amino-2-(methylthio)thiazol-5-yl)ethanone;1-(4-amino-2-methylsulfanyl-1,3-thiazol-5-yl)ethanone;1-[4-Amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethan-1-one;1-(4-amino-2-(methylthio)thiazol-5-yl)ethan-1-one;SCHEMBL1514147;DTXSID50355693;UGESPDZKMNQVRQ-UHFFFAOYSA-N;MFCD00266087;AKOS004902953;NS-01720;CS-0235442;FT-0607157;EN300-156832;1-[4-Amino-2-(methylthio)-5-thiazolyl]ethanone;AA-516/25012131;1-[4-amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone, AldrichCPR

Chemical Property of 1-[4-Amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 366.9 °C at 760 mmHg
• Flash Point: 175.7 °C
• PSA: 109.52000
• Density: 1.38 g/cm³
• LogP: 2.23100
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 188.00780523
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98%Min ^*data from raw suppliers

1-[4-amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethan-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)C1=C(N=C(S1)SC)N

Technology Process of 1-[4-Amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone

There total 10 articles about 1-[4-Amino-2-(methylsulfanyl)-1,3-thiazol-5-yl]ethanone 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: 82.4%

C3H6N4O2S2 (82060-31-9) → 4-amino-5-acetyl-2-(methylthio)thiazole (39736-26-0)

Guidance literature:

With potassium hydroxide; In water; N,N-dimethyl-formamide; for 0.25h;

Reference yield: 10.0%

chloroacetone (78-95-5) + potassium methyl cyanodithioimidocarbonate → 4-amino-5-acetyl-2-(methylthio)thiazole (39736-26-0)

Guidance literature:

With triethylamine; In ethanol; Heating;

DOI:10.1002/jhet.5570450419

Reference yield:

chloroacetone (78-95-5) + dimethyl N-cyanodithioiminocarbonate (10191-60-3) → 4-amino-5-acetyl-2-(methylthio)thiazole (39736-26-0)

Guidance literature:

dimethyl N-cyanodithioiminocarbonate; With sodium sulfide; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

chloroacetone; With potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 2h;

upstream raw materials:

potassium S-methyl N-cyanocarbamodithioate

chloroacetone

C₃H₆N₄O₂S₂

3-bromopentane-2,4-dione

Refernces

• 1、 Luo, Laichun,Meng, Lanlan,Sun, Qi,Ge, Zemei,Li, Runtao. "NBS-mediated sequential one-pot synthesis of multifunctionalized thiazoles and thiophenes from 1,3-dicarbonyl compounds and mercaptonitrile salts". supporting information. p. 259 - 263. Retrieved 2014/01/06.
• 2、 Gruner, Margit,Boettcher, Gesine,Gewald, Karl. "Heterocondensed thiophenes and thiazoles by Thorpe-Ziegler cyclization". . p. 1071 - 1076. Retrieved 2008/12/20.