Triethylamine → 3-Methyl-2-(4'-trichloromethylbenzoyl methylene)-benzothiazoline

HRID 847349노트

반응식

HRID 847349 반응식
C1(C)C=CC(S([O-])(=O)=O)=CC=1.[CH3:12][C:13]1[S:14][C:15]2[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=2[N+:17]=1[CH3:18].[Cl:23][C:24]([Cl:35])([Cl:34])[C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=[O:30])=[CH:27][CH:26]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:18][N:17]1[C:16]2[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=2[S:14][C:13]1=[CH:12][C:29](=[O:30])[C:28]1[CH:32]=[CH:33][C:25]([C:24]([Cl:23])([Cl:34])[Cl:35])=[CH:26][CH:27]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 846604-(Trichloromethyl)benzoyl chlorideHCID 102307Benzothiazolium, 2,3-dimethyl-, 4-methylbenzenesulfonate (1:1)

생성물 1

HCID 539676113-Methyl-2-(4'-trichloromethylbenzoyl methylene)-benzothiazoline

시약·촉매·용매 1

HCID 1140Toluene용매3회

실험 절차

2,3-dimethylbenzothiazolinium-p-toluene sulphonate (10 g) was slurried in dry toluene (50 ml) and cooled to 5 degC. A solution of 4-trichloromethylbenzoyl chloride (8.9 g) in dry toluene (10 ml) was added dropwise to the stirred slurry over a period of 30 minutes, maintaining the temperature at 10-15 degC. A solution of triethylamine (7 ml) in dry toluene (10 ml) was then added dropwise over a period of 30 minutes, the temperature again being maintained at 10-15 degC. The reaction mixture was stirred for two hours at room temperature. The solid product was filtered off, reslurried in methanol and recrystallised from a 3/1 chloroform/methanol solution.

후처리

  1. temperaturecooled to 5 degC
  2. temperaturemaintaining the temperature at 10-15 degC
  3. temperaturethe temperature again being maintained at 10-15 degC
  4. filtrationThe solid product was filtered off
  5. customrecrystallised from a 3/1 chloroform/methanol solution

출처 및 근거

ORD 기록
ord-127389f293034698a8b786a9e8623cc2
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05141841

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