Lawesson's reagent → HCID 19020428, compound

HRID 648537Notes

Reaction equation

HRID 648537 reaction equation
[S:1]1[C:6]2[CH:7]=[CH:8][S:9][C:5]=2[C:4](=O)[NH:3][CH2:2]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:20])=CC=1>C(#N)C>[S:1]1[C:6]2[CH:7]=[CH:8][S:9][C:5]=2[C:4](=[S:20])[NH:3][CH2:2]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 19020409HCID 19020409, compound

Product 1

HCID 19020428HCID 19020428, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

(aae) 19.6 g of 2,3-dihydro-4H-thieno[2,3-e][1,3]-thiazin-4-one were heated under reflux together with 23.1 g of Lawesson reagent in 200 ml of acetonitrile until all of the starting material reacted. The reaction mixture was cooled and the crystallized-out product was removed by filtration. By recrystallization from ethyl acetate there was obtained pure 2,3-dihydro-4H-thieno[2,3-e][1,3]thiazine-4-thione of m.p. 136°-138°. Additional material can be obtained by evaporation of the mother liquor and recrystallization.

Workup

  1. customreacted
  2. temperatureThe reaction mixture was cooled
  3. customthe crystallized-out product was removed by filtration
  4. customBy recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-35cfde74f4d2473d9135b93f81bbfa25
Source dataset
uspto-grants-1988_04
Patent number
US04735940

Reaction notes

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