HCID 19020398, compound → HCID 14770120, compound

HRID 648530Notes

Reaction equation

HRID 648530 reaction equation
[OH-:1].[OH:2][C:3]1[N+:7]2[CH2:8][CH2:9][C:10]3[S:14][CH:13]=[CH:12][C:11]=3[C:6]=2S[C:4]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[C:4]([C:15]1[CH:16]=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:3](=[O:2])[N:7]2[C:6]=1[C:11]1[CH:12]=[CH:13][S:14][C:10]=1[CH2:9][CH2:8]2)(=[O:1])[CH3:3]

Participants

3

Reactant 1

HCID 19020398HCID 19020398, compound

Product 1

HCID 14770120HCID 14770120, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1 g of 5,6-dihydro-3-hydroxy-2-phenyl-thiazolo[3,2-a]thieno[3,2-c]pyridinium hydroxide (internal salt) and 0.23 g of 3-butyl-2-one in 10 ml of toluene was stirred at room temperature for 48 hours. The solution was evaporated in vacuo and the residue was chromatographed on silica gel with toluene/ethyl acetate (9:1). There was obtained pure 10-acetyl-4,5-dihydro-8-phenyl-7H-thieno-[3,2-a]quinolizin-7-one of m.p. 181°-182° (from ethyl acetate).

Workup

  1. customThe solution was evaporated in vacuo
  2. customthe residue was chromatographed on silica gel with toluene/ethyl acetate (9:1)

Sources & evidence

ORD record
ord-e1d9a90a14934e87a0aaef9cf67ccf89
Source dataset
uspto-grants-1988_04
Patent number
US04735940

Reaction notes

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