Thiophene → 3-oxo-2-(2-thienyl)-3,4-dihydro-2H-1,4-benzothiazine

HRID 5844

반응식

HRID 5844 반응식
Cl[CH:2]1[C:7](=[O:8])[NH:6][C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[S:3]1.[S:13]1[CH:17]=[CH:16][CH:15]=[CH:14]1>C(Cl)Cl>[O:8]=[C:7]1[NH:6][C:5]2[CH:9]=[CH:10][CH:11]=[CH:12][C:4]=2[S:3][CH:2]1[C:14]1[S:13][CH:17]=[CH:16][CH:15]=1

참가 물질

4

반응물 2

HCID 8030ThiopheneHCID 122185992H-1,4-Benzothiazin-3(4H)-one, 2-chloro-

생성물 1

HCID 189844063-oxo-2-(2-thienyl)-3,4-dihydro-2H-1,4-benzothiazine수율 70.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-chloro-3-oxo-3,4-dihydro-2H-1,4-benzothiazine (9.38 g) and thiophene (7.91 g) in methylene chloride (250 ml) is added in portions stannic chloride (12. 2 g) at 0° to 5° C. After stirring at the same temperature for 45 minutes, the mixture is poured into ice water, and the organic layer is separated. The aqueous layer is extracted with ethyl acetate, and the ethyl acetate layer is combined with the above organic layer and distilled to remove the solvent. The resulting solid material is recrystallized from ethanol to give 3-oxo-2-(2-thienyl)-3,4-dihydro-2H-1,4-benzothiazine (8.17 g) as crystals.

후처리

  1. customthe organic layer is separated
  2. extractionThe aqueous layer is extracted with ethyl acetate
  3. distillationdistilled
  4. customto remove the solvent
  5. customThe resulting solid material is recrystallized from ethanol

출처 및 근거

ORD 기록
ord-9f13dedfca454f268811c8281667b82c
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246929

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