Phenyl vinyl sulphoxide → 4,5-dihydro-8-phenyl-7H-thieno[2,3-a]quinolizin-7-one

HRID 477923노트

반응식

HRID 477923 반응식
[OH-].[OH:2][C:3]1[N+:7]2[CH2:8][CH2:9][C:10]3[CH:14]=[CH:13][S:12][C:11]=3[C:6]=2S[C:4]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:21]1(S(C=C)=O)C=CC=C[CH:22]=1>C1(C)C(C)=CC=CC=1>[C:15]1([C:4]2[C:3](=[O:2])[N:7]3[C:6](=[CH:21][CH:22]=2)[C:11]2[S:12][CH:13]=[CH:14][C:10]=2[CH2:9][CH2:8]3)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

참가 물질

4

반응물 2

HCID 88544Phenyl vinyl sulphoxideHCID 147700175,6-Dihydro-3-hydroxy-2-phenylthiazolo[3,2-a]thieno[2,3-c]pyridinium hydroxide

생성물 1

HCID 147700304,5-dihydro-8-phenyl-7H-thieno[2,3-a]quinolizin-7-one

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

2.85 g of 5,6-dihydro-3-hydroxy-2-phenylthiazolo[3,2-a]thieno[2,3-c]pyridinium hydroxide (internal salt) was heated under reflux overnight in 100 ml of xylene together with 1.45 ml of phenylvinyl sulfoxide, whereupon the reaction mixture was evaporated in vacuo and the residue obtained was chromatographed on silica gel with toluene/ethyl acetate (9:1). There was obtained 4,5-dihydro-8-phenyl-7H-thieno[2,3-a]quinolizin-7-one of m.p. 133°-134° (from ethyl acetate).

후처리

  1. customwas evaporated in vacuo
  2. customthe residue obtained
  3. customwas chromatographed on silica gel with toluene/ethyl acetate (9:1)

출처 및 근거

ORD 기록
ord-699c15c15227458eabd62dae751458c4
출처 데이터셋
uspto-grants-1989_12
특허 번호
US04889848

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