Carbamimidothioic acid, methyl ester

Base Information

• Chemical Name: Carbamimidothioic acid, methyl ester
• CAS No.: 2986-19-8
• Molecular Formula: C2H6N2S
• Molecular Weight: 90.149
• UNII: ES8C3884JW
• DSSTox Substance ID: DTXSID60903780
• Nikkaji Number: J62.826C
• Wikidata: Q27277336
• Pharos Ligand ID: YCG38LBXMC1T
• Metabolomics Workbench ID: 132023
• ChEMBL ID: CHEMBL356703
• Mol file: 2986-19-8.mol

Synonyms:2-methyl-2-pseudothiourea;2-methyl-2-thiopseudourea;2-methylisothiourea;bis(S-methylisothiouronium) sulfate;carbamimidothioic acid, methyl ester;methyl carbamimidothioate;methylisothiourea;methylisothiuronium;pseudourea, 2-methyl-2-thio-;pseudourea, 2-methyl-2-thio-, sulfate (2:1);S-methyl isothiourea;S-methylisothiopseudouronium;S-methylisothiopseudouronium monohydrobromide;S-methylisothiopseudouronium monohydrochloride;S-methylisothiopseudouronium monohydroiodide;S-methylisothiopseudouronium mononitrate;S-methylisothiopseudouronium phosphate (1:1);S-methylisothiopseudouronium sulfate;S-methylisothiopseudouronium sulfate (1:1);S-methylisothiopseudouronium sulfate (2:1);S-methylisothiourea;S-methylisothiourea sulfate;S-methylisothiouronium;S-methylthiopseudouronium iodide;S-methylthiourea

Chemical Property of Carbamimidothioic acid, methyl ester

Chemical Property:

• Vapor Pressure: 6.62mmHg at 25°C
• Melting Point: 240-241 °C (dec.)(lit.)
• Boiling Point: 138.8 °C at 760 mmHg
• PKA: 9.66±0.40(Predicted)
• Flash Point: 37.7 °C
• PSA: 233.32000
• Density: 1.26 g/cm³
• LogP: 2.51380
• Solubility.: H2O: 0.1 g/mL, clear, colorless
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 90.02516937
• Heavy Atom Count: 5
• Complexity: 42.9

Purity/Quality:

99%, ^*data from raw suppliers

S-Methylisothiourea hemisulfate salt 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC(=N)N

Technology Process of Carbamimidothioic acid, methyl ester

There total 16 articles about Carbamimidothioic acid, methyl ester 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: 56.0%

thiourea (17356-08-0) + dimethyl sulfate (77-78-1) → carbamimidothioic acid methyl ester (2986-19-8)

Guidance literature:

With N-benzyl-N,N,N-triethylammonium chloride; In water; for 4h; Reflux;

DOI:10.1016/j.cclet.2011.05.030

Reference yield:

thiourea (17356-08-0) + methyl iodide (74-88-4) → carbamimidothioic acid methyl ester (2986-19-8)

Guidance literature:

In ethanol;

DOI:10.1021/jm00304a053

Reference yield:

N-Acetyl-S-methylisothiourea (66356-40-9) → carbamimidothioic acid methyl ester (2986-19-8)

Guidance literature:

With dmap; In dichloromethane;

upstream raw materials:

diazomethane

ethanol

thiourea

methylthiol

Downstream raw materials:

2-(methylsulfanyl)-3H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-4-one

(2-methylsulfanyl-cyclopent-1-enecarbonyl)-urea

N-(5-amino-1H-[1,2,4]triazol-3-ylmethyl)-benzamide

1,5-Diguanidino-pentan

Refernces

• 1、 Pockes, Steffen,Wifling, David,Buschauer, Armin,Elz, Sigurd. "Structure-Activity Relationship of Hetarylpropylguanidines Aiming at the Development of Selective Histamine Receptor Ligands?". . p. 285 - 297. Retrieved 2019/04/04.
• 2、 Zhang, Fan,Zhai, Xin,Chen, Li Juan,Qi, Jian Guo,Cui, Bo,Gu, Yu Cheng,Gong, Ping. "Synthesis and cytotoxic activity of 2,5-disubstituted pyrimido[5,4-c] quinoline derivatives". scheme or table. p. 1277 - 1280. Retrieved 2012/01/06.