Methylaminoformyl chloride

Methylaminoformyl chloride Basic information
Description Uses Preparation
Product Name:Methylaminoformyl chloride
Synonyms:METHYLCARBAMOYLCHLORIDE;METHYLAMINOFORMYL CHLORIDE;n-methylaminoformyl chloride;Methylcarbamic chloride;N-Methylchloroformamide;Methylcarbamic acid chloride;N-(Chloroformyl)methylamine;N-Methylcarbamoyl chloride
CAS:6452-47-7
MF:C2H4ClNO
MW:93.51
EINECS:229-253-7
Product Categories:Agrochemicals
Mol File:6452-47-7.mol
Methylaminoformyl chloride Structure
Methylaminoformyl chloride Chemical Properties
Melting point 45°C
Boiling point 93°C (dec.)
density 1.185±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Acetonitrile, Chloroform (Slightly), DMSO
pka10.67±0.46(Predicted)
form Solid
color White to Off-White
Stability:Air Sensitive, Hygroscopic, Moisture Sensitive, Volatile
CAS DataBase Reference6452-47-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
MSDS Information
Methylaminoformyl chloride Usage And Synthesis
DescriptionMethylcarbamoyl Chloride is used as a reagent in the synthesis of acylprolinamides as a new class of peptide deformylase inhibitors with in vivo antibacterial activity. Methylcarbamoyl Chloride is also used as a reagent in the synthesis of carbamate derivatives as potential dual-binding site acetylcholinesterase inhibitors. The decomposition tail gas hydrogen chloride of Methylaminoformyl chloride is also useful during the cartap synthesis.
Uses

Methylaminoformyl chloride can be widely used as an intermediate of carbamate insecticides such as Zhongdingwei, carbofuran, isoprocarb, methomyl, chlorhexidine and carbaryl.
Methylaminoformyl chloride is also used as a reagent in the synthesis of carbamate derivatives as potential dual-binding site acetylcholinesterase inhibitors. The decomposition tail gas hydrogen chloride of Methylaminoformyl chloride is also useful during the cartap synthesis.

Preparation

Methylaminoformyl chloride is prepared by reacting methylamine with phosgene. Reaction equation: CH3NH2+COCl2→CH3NHCOCl. A 40% aqueous solution of methylamine is vaporized, and after drying, it is combined with phosgene at a ratio of 1:1.3 (methanol), methylamine at 4 m3/h, and phosgene at a rate of 8.6 m3/h (content 60%-70%). Preheating into the preheater, the preheating temperature of methylamine is controlled at 220-260°C, and the phosgene is controlled at 200-240°C. The preheated two gases enter the test tube and are synthesized at 280-300°C to obtain gaseous methaqualyl chloride. Then, carbon tetrachloride (or chlorobenzene solution) is circulated and absorbed at 0-20°C to obtain a solution of about 10% of carbamoyl chloride (or chlorobenzene), or cooled to a liquid product after 35-40°C or lower[2,3].

UsesMethylcarbamoyl Chloride is used as a reagent in the synthesis of acylprolinamides as a new class of peptide deformylase inhibitors with in vivo antibacterial activity. Methylcarbamoyl Chloride is also used as a reagent in the synthesis of carbamate derivatives as potential dual-binding site acetylcholinesterase inhibitors.
Synthesis Reference(s)Journal of the American Chemical Society, 72, p. 1888, 1950 DOI: 10.1021/ja01161a009
Methylaminoformyl chloride Preparation Products And Raw materials
Raw materialsCarbon tetrachloride-->Methylamine-->PHOSGENE
Preparation ProductsCarbofuran-->METHYLISOCYANATE 1 X 500MG NEAT-->Propoxur-->Carbaryl-->METOLCARB-->Methabenzthiazuron-->5-(Amino-1-(N-methyl Carbamoyl)
Methylene Chloride 4-Nitrobenzoyl chloride 2-Fluorobenzoyl chloride Calcium chloride Sodium chloride Acetyl chloride 4-tert-Butylbenzoyl chloride Methylaminoformyl chloride Choline chloride Methanesulfonyl chloride Pivaloyl chloride Ammonium chloride Polyvinyl chloride 4-Chlorobenzoyl chloride Benzoyl chloride Potassium chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile p-Toluoyl chloride

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