Chloroform → HCID 13588342, compound

HRID 1248838Notes

Reaction equation

HRID 1248838 reaction equation
[CH2:1]([O:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].Cl[C:14]1[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][CH:20]=[C:19]([Cl:26])[C:15]=1[C:16]([OH:18])=[O:17].[OH-].[Na+].C(Cl)(Cl)Cl>CN(C)C1C=CC=CC=1>[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([NH:10][C:14]2[C:22]([N+:23]([O-:25])=[O:24])=[CH:21][CH:20]=[C:19]([Cl:26])[C:15]=2[C:16]([OH:18])=[O:17])=[CH:11][CH:12]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 203524-ButyloxyanilineHCID 3506232,6-Dichloro-3-nitrobenzoic acid

Product 1

HCID 13588342HCID 13588342, compound

Reagents, catalysts & solvents 1

HCID 949N,N-DimethylanilineSolvent

Procedure

A solution of 25 g of p-butoxyaniline and 17.85 g of 2,6-dichloro-3-nitrobenzoic acid in 50 ml of N,N-dimethylaniline was heated under nitrogen at 100° for 18 hours. The reaction mixture was treated with 500 ml of 0.2N sodium hydroxide and 500 ml of chloroform. The aqueous layer was washed with additional chloroform and acidified to provide 2-[(4-butoxyphenyl)amino]-6-chloro-3-nitrobenzoic acid, mp 166°-169° C.

Workup

  1. washThe aqueous layer was washed with additional chloroform

Sources & evidence

ORD record
ord-0d11786692264c7ab71527d061b6f432
Source dataset
uspto-grants-1986_12
Patent number
US04626540

Reaction notes

Loading…