N,N-Dimethylaniline → 6-Chloro-3-nitro-2-[(4-propoxyphenyl)amino]benzoic acid

HRID 1731374

반응식

HRID 1731374 반응식
[CH2:1]([O:4][C:5]1[CH:11]=[CH:10][C:8]([NH2:9])=[CH:7][CH:6]=1)[CH2:2][CH3:3].Cl[C:13]1[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][CH:19]=[C:18]([Cl:25])[C:14]=1[C:15]([OH:17])=[O:16].CN(C)C1C=CC=CC=1>C(Cl)(Cl)Cl>[Cl:25][C:18]1[C:14]([C:15]([OH:17])=[O:16])=[C:13]([NH:9][C:8]2[CH:10]=[CH:11][C:5]([O:4][CH2:1][CH2:2][CH3:3])=[CH:6][CH:7]=2)[C:21]([N+:22]([O-:24])=[O:23])=[CH:20][CH:19]=1

참가 물질

5

반응물 3

HCID 949N,N-DimethylanilineHCID 78221Benzenamine, 4-propoxy-HCID 3506232,6-Dichloro-3-nitrobenzoic acid

생성물 1

HCID 135883416-Chloro-3-nitro-2-[(4-propoxyphenyl)amino]benzoic acid

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

A mixture of 24.5 g of 4-propoxyaniline, 19.8 g of 2,6-dichloro-3-nitrobenzoic acid, and 150 ml N,N-dimethylaniline was heated under nitrogen at 100° overnight. The cooled reaction mixture was treated with dilute base and chloroform. After the aqueous layer was washed several times with chloroform, it was treated with hydrochloric acid and the resulting orange needles were collected by filtration and washed with water to give 6-chloro-3-nitro-2-[(4-propoxyphenyl)amino]benzoic acid, mp 194°-196° C.

후처리

  1. temperaturewas heated under nitrogen at 100° overnight
  2. customThe cooled reaction mixture
  3. additionwas treated
  4. washAfter the aqueous layer was washed several times with chloroform, it
  5. additionwas treated with hydrochloric acid
  6. filtrationthe resulting orange needles were collected by filtration
  7. washwashed with water

출처 및 근거

ORD 기록
ord-6d67dc741fdb479f9e492bcef2babfa8
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04621086

연결된 노트

불러오는 중…