Trichloroacetyl chloride → HCID 20397151、化合物

HRID 462430ノート

反応式

HRID 462430 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH2:10].C(N(CC)CC)C.[Cl:18][C:19]([Cl:24])([Cl:23])[C:20](Cl)=[O:21]>C(Cl)Cl>[NH2:10][C:3]1[C:2]([Cl:1])=[CH:7][C:6]([NH:8][C:20](=[O:21])[C:19]([Cl:24])([Cl:23])[Cl:18])=[CH:5][C:4]=1[Cl:9]

参加物

5

反応物 3

HCID 6420Trichloroacetyl chlorideHCID 8471TriethylamineHCID 118602,6-Dichloro-1,4-benzenediamine

生成物 1

HCID 20397151HCID 20397151、化合物収率 113.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
5 °C

実験手順

2,6-Dichloro-1,4-benzenediamine (225 g., 1.27 mol) is suspended in methylene chloride (1.3 liters) containing triethylamine (245 mL, 1.7 mol). After the mixture is cooled to 5° C., trichloroacetylchloride (169 mL, 1.5 mol, Aldrich Chemical Co.) is added dropwise with stirring at a rate to maintain 5° C. Upon complete addition, the stirred reaction is allowed to reach room temperature. After 24 hours the mixture is filtered and the collected solid is washed with methylene chloride (700 mL). The filtrate is evaporated to a small volume. A solid is collected and washed with methylene chloride (250 mL) to yield 465 grams of N-(4-amino-3,5-dichlorophenyl)-trichloroacetamide. The product exhibits a mass spectral analysis of m/e+. 320 for C8H5Cl5N2O. 3. N-(3,5-Dichloro-4-formamidophenyl)-trichloroacetamide may be prepared from N-(4-amino-3,5-dichlorophenyl)-trichloroacetamide as follows:

後処理

  1. temperatureto maintain 5° C
  2. additionUpon complete addition
  3. customthe stirred reaction
  4. customto reach room temperature
  5. filtrationAfter 24 hours the mixture is filtered
  6. washthe collected solid is washed with methylene chloride (700 mL)
  7. customThe filtrate is evaporated to a small volume
  8. customA solid is collected
  9. washwashed with methylene chloride (250 mL)

出典と根拠

ORDレコード
ord-9d694b8c8b7548d197ba8ce207c34050
出典データセット
uspto-grants-1985_05
特許番号
US04515800

反応ノート

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