Methyl chloroformate → methyl N-methyl-N-(4-nitrophenyl)carbamate

HRID 885925Notes

Reaction equation

HRID 885925 reaction equation
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][CH:4]=1.Cl[C:13]([O:15][CH3:16])=[O:14]>CO>[CH3:1][N:2]([C:3]1[CH:4]=[CH:5][C:6]([N+:9]([O-:11])=[O:10])=[CH:7][CH:8]=1)[C:13](=[O:14])[O:15][CH3:16]

Participants

4

Reactant 2

HCID 6586Methyl chloroformateHCID 7483N-Methyl-4-nitroaniline

Product 1

HCID 610793methyl N-methyl-N-(4-nitrophenyl)carbamate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title compound was prepared from N-methyl-4-nitroaniline and methyl chloroformate according to Method Y and was isolated as a pale yellow solid (84%) after trituration in cold MeOH. δH (DMSO-d6) 8.22 (2H, d, J 9.3 Hz), 7.64 (2H, d, J 9.3 Hz), 3.70 (3H, s), 3.32 (3H, s).

Sources & evidence

ORD record
ord-29310bcaca1442a0a8380884526ce804
Source dataset
uspto-grants-2012_08
Patent number
US08242116B2

Reaction notes

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