Water → HCID 178514148, compound

HRID 1858511Notes

Reaction equation

HRID 1858511 reaction equation
[SH:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH2:10])=O)[N:6]=1.O1CCCC1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:25])=CC=1.O>C(OCC)(=O)C>[SH:1][C:2]1[S:3][CH:4]=[C:5]([CH2:7][C:8]([NH2:10])=[S:25])[N:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 87949Lawesson's reagentHCID 178513873HCID 178513873, compound

Product 1

HCID 178514148HCID 178514148, compoundYield 197.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a mixture of 2-mercaptothiazol-4-yl-acetamide (174 mg) and tetrahydrofuran (10 ml) was added Lawesson's reagent (202 mg) at room temperature. After stirring at room temperature overnight, the solution was poured into a mixture of water and ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried over magnesium sulfate and evaporated under reduced pressure. The residue was subjected to column chromatography on silica gel (eluent: ethyl acetate) to give 2-mercaptothiazol-4-yl-thioacetamide (188 mg).

Workup

  1. washThe organic layer was washed with saturated sodium chloride solution
  2. dry with materialdried over magnesium sulfate
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c638d254253c444b96e91f7e29f59c47
Source dataset
uspto-grants-2000_11
Patent number
US06150351

Reaction notes

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