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

HRID 1265512Notes

Reaction equation

HRID 1265512 reaction equation
[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12](Cl)[C:11]([F:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].[NH:20]([CH3:22])[CH3:21]>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([N:20]([CH3:22])[CH3:21])[C:11]([F:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 46738284tert-Butyl (5-chloro-4-fluoro-2-nitrophenyl)carbamate

Product 1

HCID 69688435(5-Dimethylamino-4-fluoro-2-nitro-phenyl)-carbamic acid tert.-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The title compound was prepared from (5-chloro-4-fluoro-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example B6) (4.94 g, 17 mmol) and Me2NH (40% in H2O, 7.9M, 10.9 mL, 86 mmol) in DMSO (35 mL) at 23° C. according to the general procedure C. Obtained as a yellow solid (4.93 g).

Sources & evidence

ORD record
ord-3f15e8ff6bd940e58f72cb258efab604
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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