Dimethylamine → (4-Chloro-5-dimethylamino-2-nitro-phenyl)-carbamic acid tert.-butyl ester

HRID 1265503Notes

Reaction equation

HRID 1265503 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][CH3:22]>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([N:21]([CH3:22])[CH3:20])[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 674DimethylamineHCID 69489445HCID 69489445, compound

Product 1

HCID 69688404(4-Chloro-5-dimethylamino-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 dimethylamine (5.6 N in EtOH, 8.7 mL, 48.8 mmol) in DMSO (35 mL) at 23° C. according to the general procedure C. Obtained as a yellow solid (2.81 g).

Sources & evidence

ORD record
ord-4217fdcb4a60449ab59889650c5102bb
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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