Dimethylformamide → methyl 4-isopropyl-N-methoxycarbonylallophanimidate

HRID 1282974Notes

Reaction equation

HRID 1282974 reaction equation
[NH2:1][C:2](=[N:5][C:6](=[O:9])[O:7][CH3:8])[O:3][CH3:4].[CH:10]([N:13]=[C:14]=[O:15])([CH3:12])[CH3:11].C(Cl)Cl.CN(C)C=O>C(N(CC)CC)C>[CH:10]([NH:13][C:14](=[O:15])[NH:1][C:2](=[N:5][C:6]([O:7][CH3:8])=[O:9])[O:3][CH3:4])([CH3:12])[CH3:11]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6344DichloromethaneHCID 61277Isopropyl isocyanateHCID 53429793N-carbomethoxy-O-methylisourea

Product 1

HCID 53702566methyl 4-isopropyl-N-methoxycarbonylallophanimidate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

A solution of 23 parts of methyl N-(1-amino-1-methoxymethylene)-carbamate, 16 parts of isopropyl isocyanate 60 parts of methylene chloride, and a catalytic amount of dimethylformamide and triethylamine is allowed to stand at room temperature for 3 days. The solvent is evaporated to afford 33 parts of crude methyl 4-isopropyl-N-methoxycarbonylallophanimidate, an oil, ND25 1.4823.

Workup

  1. customThe solvent is evaporated

Sources & evidence

ORD record
ord-9f36eeceb1384cdc8ce1813ed9857338
Source dataset
uspto-grants-1976_08
Patent number
US03973947

Reaction notes

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