1,3-Dichloro-2-isothiocyanatobenzene → N-(2,6-Dichlorophenyl)-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarbothioamide

HRID 2081391

반응식

HRID 2081391 반응식
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[O:6][CH:7]1[CH2:10][NH:9][CH2:8]1.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=1[N:24]=[C:25]=[S:26].[N-]=C=S>C(O)C>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=1[NH:24][C:25]([N:9]1[CH2:10][CH:7]([O:6][C:5]2[CH:11]=[CH:12][CH:13]=[C:3]([C:2]([F:1])([F:14])[F:15])[CH:4]=2)[CH2:8]1)=[S:26]

참가 물질

5

반응물 3

HCID 1232391,3-Dichloro-2-isothiocyanatobenzeneHCID 111385383-[3-(Trifluoromethyl)phenoxy]azetidineHCID 178418790HCID 178418790, 화합물

생성물 1

HCID 15053384N-(2,6-Dichlorophenyl)-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarbothioamide수율 90.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 0.04 mole of 3-[3-(trifluoromethyl) phenoxy]azetidine in 100 ml of absolute ethanol was stirred in a tap water bath while 8.16 g (0.04 mole) of 2,6-dichlorophenyl isothiocyanate was added all at once. The reaction was slightly exothermic and as the isothiocyanate began to dissolve, product began to precipitate. After stirring for 45 minutes the reaction mixture was heated on a steam bath to assure that all the isothiocyanate dissolved, and upon cooling, filtration yielded 15.2 g of white crystalline product. A portion of this material (7.9 g) was recrystallized from absolute ethanol to give 4.3 g of pure crystalline powder, m.p. 196°-197° C.

후처리

  1. additionwas added all at once
  2. dissolutionto dissolve
  3. customto precipitate
  4. temperaturewas heated on a steam bath
  5. dissolutiondissolved
  6. temperatureupon cooling
  7. filtrationfiltration

출처 및 근거

ORD 기록
ord-c717ab64cda745d88c02f9dac69346d9
출처 데이터셋
uspto-grants-1993_02
특허 번호
US05183902

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