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

HRID 280255

반응식

HRID 280255 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-0ee40ddafe434b24a57b6335b5727597
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04588730

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