4-Chlorophenyl Isocyanate → methyl 4-(p-chlorophenyl)-N-methoxycarbonylallophanimidate

HRID 1077070

Reaction equation

HRID 1077070 reaction equation
[NH2:1][C:2](=[N:5][C:6](=[O:9])[O:7][CH3:8])[O:3][CH3:4].NC(=NC(=O)OC)SC.[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([N:26]=[C:27]=[O:28])=[CH:22][CH:21]=1>C(Cl)Cl>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([NH:26][C:27](=[O:28])[NH:1][C:2](=[N:5][C:6]([O:7][CH3:8])=[O:9])[O:3][CH3:4])=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 76934-Chlorophenyl IsocyanateHCID 2935781-methoxycarbonyl-S-methylisothioureaHCID 53429793N-carbomethoxy-O-methylisourea

Product 1

HCID 54018948methyl 4-(p-chlorophenyl)-N-methoxycarbonylallophanimidate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 13 parts of methyl N-(1-amino-1-methoxymethylene)carbamate, m.p. 36°-39.5°, prepared similar to the procedure in Example 3 for methyl N-(1-amino-1-methylthiomethylene)carbamate in 140 parts of methylene chloride is added 15 parts of p-chlorophenyl isocyanate. The reaction mixture is stirred overnight and the solution filtered to give 10 parts of methyl 4-(p-chlorophenyl)-N-methoxycarbonylallophanimidate melting at 170° dec.

Workup

  1. filtrationthe solution filtered

Sources & evidence

ORD record
ord-37e59f04e23c4b9a8f647ce3abf416da
Source dataset
uspto-grants-1976_05
Patent number
US03959331

Linked notes

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