Water → methyl N-(2-methylpropanimidoyl)carbamate

HRID 1248103Notes

Reaction equation

HRID 1248103 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[OH-].[Na+].O.Cl.[CH3:10][CH:11]([CH3:15])[C:12]([NH2:14])=[NH:13]>C(OCC)C>[CH3:5][O:4][C:2]([NH:14][C:12](=[NH:13])[CH:11]([CH3:15])[CH3:10])=[O:3]

Participants

6

Reactant 4

HCID 962WaterHCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 27820532-Methylpropanimidamide hydrochloride

Product 1

HCID 145799910methyl N-(2-methylpropanimidoyl)carbamateYield 86%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

165 parts of methyl chloroformate and 141.8 parts of sodium hydroxide in 590 parts of water are added via two inlets to 221 parts of 2-methylpropionamidine hydrochloride in 1,000 parts of diethyl ether, at from 25° to 30° C., in the course of 40 minutes, while stirring. The mixture is stirred at room temperature for one hour, and the organic phase is separated off. The aqueous phase is extracted again with 200 parts of diethyl ether, and the solvent is removed from the combined organic extracts to give 223 parts (86% of theory) of N-methoxycarbonyl-2-methylpropionamidine of melting point 127°-130° C.

Workup

  1. stirringThe mixture is stirred at room temperature for one hour
  2. customthe organic phase is separated off
  3. extractionThe aqueous phase is extracted again with 200 parts of diethyl ether
  4. customthe solvent is removed from the combined organic extracts

Sources & evidence

ORD record
ord-623c92ee059049db96b55b3bb0f30f91
Source dataset
uspto-grants-1985_06
Patent number
US04522763

Reaction notes

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