N,N-Dimethylaniline → 6-Chloro-2-[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acid

HRID 1584049

반응식

HRID 1584049 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[O:9][CH3:10])[NH2:5].Cl[C:12]1[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][CH:18]=[C:17]([Cl:24])[C:13]=1[C:14]([OH:16])=[O:15].CN(C)C1C=CC=CC=1>C(Cl)(Cl)Cl>[Cl:24][C:17]1[C:13]([C:14]([OH:16])=[O:15])=[C:12]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:2]([Cl:1])[CH:3]=2)[C:20]([N+:21]([O-:23])=[O:22])=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 949N,N-DimethylanilineHCID 214413-Chloro-4-methoxyanilineHCID 3506232,6-Dichloro-3-nitrobenzoic acid

생성물 1

HCID 135883476-Chloro-2-[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acid

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of 30 g of 3-chloro-4-methoxyaniline, 18.9 g of 2,6-dichloro-3-nitrobenzoic acid, and 150 ml N,N-dimethylaniline was heated at 100° under nitrogen for 24 hours. The reaction mixture was dissolved in chloroform and washed with dilute ammonium hydroxide. After the aqueous layer was washed with chloroform, it was acidified and the resulting orange solid was collected to provide 6-chloro-2[(3-chloro-4-methoxyphenyl)amino]-3-nitrobenzoic acid, mp 222°-228° C.

후처리

  1. temperaturewas heated at 100° under nitrogen for 24 hours
  2. washwashed with dilute ammonium hydroxide
  3. washAfter the aqueous layer was washed with chloroform, it
  4. customthe resulting orange solid was collected

출처 및 근거

ORD 기록
ord-a7352c50bb6e4742ba8586532a9d2024
출처 데이터셋
uspto-grants-1985_11
특허 번호
US04555572

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