N-Methylethylamine → [4-Chloro-5-(ethyl-methyl-amino)-2-nitro-phenyl]-carbamic acid tert-butyl ester

HRID 1265507Notes

Reaction equation

HRID 1265507 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12](Cl)[C:11]([Cl:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].[CH2:20]([NH:22][CH3:23])[CH3:21]>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([N:22]([CH2:20][CH3:21])[CH3:23])[C:11]([Cl:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 12219N-MethylethylamineHCID 69489445HCID 69489445, compound

Product 1

HCID 69689605[4-Chloro-5-(ethyl-methyl-amino)-2-nitro-phenyl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (4,5-dichloro-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example B2) (3.0 g, 9.77 mmol) and N-ethyl-methylamine (2.89 g, 48.8 mmol) in DMSO (35 mL) at RT according to the general procedure C. Obtained as a pale brown solid (3.21 g).

Sources & evidence

ORD record
ord-84ff1cac29094d2ab278d01ea00ca4eb
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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