4-Chloro-2-toluidine → HCID 178456755、化合物

HRID 2052367

反応式

HRID 2052367 の反応式
[Cl:1][C:2]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][CH2:6][N-:7][CH2:8][CH2:9][CH3:10].O=P(Cl)(Cl)Cl.[Cl:21][C:22]1[CH:28]=[CH:27][C:25]([NH2:26])=[C:24]([CH3:29])[CH:23]=1.[OH-].[Na+].O>ClCCCl>[Cl:21][C:22]1[CH:28]=[CH:27][C:25]([N:26]=[C:8]([NH:7][CH2:6][CH2:5][O:4][C:3]2[CH:11]=[CH:12][C:13]([Cl:15])=[CH:14][C:2]=2[Cl:1])[CH2:9][CH3:10])=[C:24]([CH3:29])[CH:23]=1

参加物

6

反応物 4

HCID 72514-Chloro-2-toluidineHCID 24813Phosphorus oxychlorideHCID 23719242Sodium hydroxide--water (1/1/1)HCID 86736788N-(2-(2,4-dichlorophenoxy)ethyl)propylamide

生成物 1

HCID 178456755HCID 178456755、化合物収率 65%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

反応条件

温度
60 °C

実験手順

A mixture of 19.5 g (0.075 mole) of N-(2-(2,4-dichlorophenoxy)ethyl)propylamide, 11.4 g (0.075 mole) POCl3 and 250 mls of 1,2-dichloroethane was stirred at 60° C. for six hours. The mixture was cooled to 25° C., whereupon 10.4 g (0.075 mole) of 4-chloro-2-methylaniline was added thereto. An exotherm was noted. The mixture was refluxed for 10 hours and allowed to cool. The product mixture was made basic with a 20% NaOH water solution. The product layer was separated, washed once with 200 ml of water, dried over sodium sulfate, filtered and distilled under reduced pressure to give 65% yield (based on the amide) of the desired product, a thick oil, b.p. 142° C./1.3 mm Hg . NMR confirmed the assigned structure: ##STR4##

後処理

  1. additionwas added
  2. temperatureThe mixture was refluxed for 10 hours
  3. temperatureto cool
  4. customThe product layer was separated
  5. washwashed once with 200 ml of water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. distillationdistilled under reduced pressure
  9. customto give 65% yield (

出典と根拠

ORDレコード
ord-8a8c22dcdc1e4b128b1c1a633f1bde0f
出典データセット
uspto-grants-1980_01
特許番号
US04183957

関連ノート

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