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

HRID 1248837

反応式

HRID 1248837 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3aace35edac848a4aaf6b1dd64845f15
出典データセット
uspto-grants-1986_12
特許番号
US04626540

関連ノート

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