2-Methylthiazole-4-carbothioamide

Base Information

• Chemical Name: 2-Methylthiazole-4-carbothioamide
• CAS No.: 174223-29-1
• Molecular Formula: C₅H₆N₂S₂
• Molecular Weight: 158.248
• Hs Code.: 2934100090
• DSSTox Substance ID: DTXSID10372528
• Nikkaji Number: J2.185.522G
• Wikidata: Q72491227
• Mol file: 174223-29-1.mol

Synonyms:2-methylthiazole-4-carbothioamide;174223-29-1;2-methyl-1,3-thiazole-4-carbothioamide;C5H6N2S2;MFCD00052167;2-Methyl-thiazole-4-carbothioic acid amide;4-Thiazolecarbothioamide, 2-methyl-;Maybridge4_004334;SCHEMBL5046969;SCHEMBL12849239;DTXSID10372528;DIOPPULTIGEDCB-UHFFFAOYSA-N;2-methylthiazole-4-thiocarboxamide;HMS1533E22;STR07268;CCG-50871;AKOS005257109;2-Methylthiazole-4-carbothioic acid amide;CS-0282272;FT-0612889;FT-0620318;EN300-1828026;2-methyl-1,3-thiazole-4-carbothioamide, AldrichCPR;SR-01000640212-1;BRD-K51912942-001-01-8

Chemical Property of 2-Methylthiazole-4-carbothioamide

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 201 °C
• Refractive Index: 1.686
• Boiling Point: 289.621 °C at 760 mmHg
• Flash Point: 128.959 °C
• PSA: 99.24000
• Density: 1.376 g/cm³
• LogP: 1.78600
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 157.99724055
• Heavy Atom Count: 9
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

2-Methylthiazole-4-carbothioamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CS1)C(=S)N

Technology Process of 2-Methylthiazole-4-carbothioamide

There total 2 articles about 2-Methylthiazole-4-carbothioamide 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:

ethyl 2-methylthiazole-4-carboxylate (6436-59-5) → 2-methyl-1,3-thiazole-4-carbothioamide (174223-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide / water / 2 h / 70 °C

2: Lawessons reagent / toluene / 2 h / Reflux

With Lawessons reagent; ammonium hydroxide; In water; toluene;

DOI:10.1021/ja110166x

Reference yield:

2-methylthiazole-4-carboxamide (31825-95-3) → 2-methyl-1,3-thiazole-4-carbothioamide (174223-29-1)

Guidance literature:

With Lawessons reagent; In toluene; for 2h; Reflux; Inert atmosphere;

DOI:10.1021/jo900950x

Reference yield:

2-methyl-1,3-thiazole-4-carbothioamide (174223-29-1) → C37H37N3O3S3

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydrogencarbonate / 1,2-dimethoxyethane / 0.17 h / 20 °C

1.2: 12.67 h / 0 - 20 °C

2.1: lithium hydroxide; water / ethanol / 12 h / 0 - 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 20 °C

4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 8 h / 110 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; water; benzotriazol-1-ol; potassium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In 1,2-dimethoxyethane; ethanol; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ml400470s

upstream raw materials:

2-methylthiazole-4-carboxamide

ethyl 2-methylthiazole-4-carboxylate

Downstream raw materials:

thiocillin I

DB₁₈₅₀

Refernces

• 1、 Aulakh, Virender S.,Ciufolini, Marco A.. "Total synthesis and complete structural assignment of thiocillin i". supporting information; experimental part. p. 5900 - 5904. Retrieved 2011/06/10.