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

HRID 1265508Notes

Reaction equation

HRID 1265508 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].[CH3:20][NH:21][CH2:22][CH2:23][CH3:24]>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([N:21]([CH3:20])[CH2:22][CH2:23][CH3:24])[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 12315N-MethylpropylamineHCID 69489445HCID 69489445, compound

Product 1

HCID 69688378[4-Chloro-5-(methyl-propyl-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-methyl-propyl-amine (2.50 g, 34.2 mmol) in DMSO (30 mL) at RT according to the general procedure C. Obtained as a pale brown solid (3.58 g).

Sources & evidence

ORD record
ord-8dda41c42af3485d89371a9300269bf0
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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