Trichloroacetyl chloride → HCID 20397151, 화합물

HRID 462430노트

반응식

HRID 462430 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 20397151HCID 20397151, 화합물수율 113.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
5 °C

실험 절차

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:

후처리

  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)

출처 및 근거

ORD 기록
ord-9d694b8c8b7548d197ba8ce207c34050
출처 데이터셋
uspto-grants-1985_05
특허 번호
US04515800

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