Triethylamine → {4-Chloro-5-[(2-methoxy-ethyl)-methyl-amino]-2-nitro-phenyl}-carbamic acid tert.-butyl ester

HRID 1265505Notes

Reaction equation

HRID 1265505 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][O:21][CH2:22][CH2:23][NH:24][CH3:25].CCN(CC)CC>CS(C)=O>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[C:12]([N:24]([CH2:23][CH2:22][O:21][CH3:20])[CH3:25])[C:11]([Cl:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 300977(2-Methoxyethyl)(methyl)amineHCID 69489445HCID 69489445, compound

Product 1

HCID 69688832{4-Chloro-5-[(2-methoxy-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) (3.07 g, 10 mmol), N-(2-methoxyethyl)methylamine (2.43 mL, 23 mmol) and Et3N (4.2 mL, 30 mmol) in DMSO (20 mL) at 23° C. according to the general procedure C. Obtained as a brown oil (3.57 g).

Sources & evidence

ORD record
ord-5080418271904832ad3d65a3b2ea8d55
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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