Methyl cyanocarbamate

Base Information

• Chemical Name: Methyl cyanocarbamate
• CAS No.: 21729-98-6
• Molecular Formula: C3H4N2O2
• Molecular Weight: 100.077
• European Community (EC) Number: 244-548-0
• UNII: ZTT2HH0P0A
• DSSTox Substance ID: DTXSID9027817
• Nikkaji Number: J225.425E
• Wikidata: Q81983978
• Mol file: 21729-98-6.mol

Synonyms:Methyl cyanocarbamate;methyl n-cyanocarbamate;21729-98-6;METHYLCYANOCARBAMATE;Carbamic acid, cyano-, methyl ester;carbomethoxycyanamide;Carbamic acid, N-cyano-, methyl ester;ZTT2HH0P0A;EINECS 244-548-0;Phenyl4-Hydroxybenzoate;UNII-ZTT2HH0P0A;METHOXYCARBONYLCYANAMIDE;METHYL CYANAMIDOFORMATE;SCHEMBL4621463;DTXSID9027817;AKOS006312885;LS-195450;CS-0379068;EN300-211474;W-107528

Chemical Property of Methyl cyanocarbamate

Chemical Property:

• Vapor Pressure: 0.421mmHg at 25°C
• Refractive Index: 1.42
• Boiling Point: 172.4 °C at 760 mmHg
• PKA: 4.24±0.46(Predicted)
• Flash Point: 58.1 °C
• PSA: 62.12000
• Density: 1.195 g/cm³
• LogP: 0.21438
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 100.027277375
• Heavy Atom Count: 7
• Complexity: 111

Purity/Quality:

99% ^*data from raw suppliers

METHYL-CYANOCARBAMATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)NC#N
• Uses: Methylcyanocarbamate is an impurity of Albendazole (A511610), an anthelmintic drug. (Albendazole Impurity 7)

Technology Process of Methyl cyanocarbamate

There total 7 articles about Methyl cyanocarbamate 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%

1,2-diamino-benzene (95-54-5) + cyano-μ-imido-dicarbonic acid dimethyl ester (19245-23-9) → methyl-N-cyano carbamate (21729-98-6)

Guidance literature:

Reference yield: 63.5%

→ N-cyanocarbonimidic acid methyl ester (21729-98-6)

Guidance literature:

Reference yield:

CYANAMID (420-04-2) + methyl chloroformate (79-22-1) → methyl-N-cyano carbamate (21729-98-6)

Guidance literature:

With sodium hydroxide; In water; at 0 - 5 ℃; for 2h; pH=8-9; Large scale;

upstream raw materials:

disodium cyanamide

methyl chloroformate

thiourea

1,2-diamino-benzene

Downstream raw materials:

1H-benzimidazol-2-amine

1H-benzimidazol-2-ylcarbamic acid methyl ester

2-cyanoimino-1,3-thiazolidine

Albendazole

Refernces

• 1、 -. "Carbendazim preparation technology". Paragraph 0007; 0014. . Retrieved 2017/01/17.
• 2、 Pilyugin,Sapozhnikov,Kiseleva,Sapozhnikova,Vorob'eva,Klimakova. "Synthesis and structure of Di[methoxy(ethoxy)carbonylamino-1H-benzimidazol- 5-yl] ethers". . p. 1509 - 1513. Retrieved 2007/10/03.