Isobutylamine → (4-Chloro-5-isobutylamino-2-nitro-phenyl)-carbamic acid tert-butyl ester

HRID 498177Notes

Reaction equation

HRID 498177 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]([NH2:24])[CH:21]([CH3:23])[CH3:22]>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([NH:24][CH2:20][CH:21]([CH3:23])[CH3:22])[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 6558IsobutylamineHCID 69489445HCID 69489445, compound

Product 1

HCID 69489292(4-Chloro-5-isobutylamino-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 A20) (3.0 g, 9.77 mmol) and isobutylamine (3.57 g, 48.8 mmol) in DMSO (20 mL) at 55° C. according to the general procedure C. Obtained as a brown solid (2.26 g, 67%).

Sources & evidence

ORD record
ord-d39f250d4a7e4b7aae8d7e5860e387f7
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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