Lawesson's reagent → 3-Amino-2-thiophenecarbothioamide

HRID 380394

Reaction equation

HRID 380394 reaction equation
[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([NH2:9])=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:19])=CC=1>O1CCCC1>[NH2:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7](=[S:19])[NH2:9]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 5189933-Aminothiophene-2-carboxamide

Product 1

HCID 143211023-Amino-2-thiophenecarbothioamideYield 57.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3-aminothiophene-2-carboxamide (4.5 g, 31 mmol) in tetrahydrofuran was treated with Lawesson's Reagent (7.7 g, 190 mmol) and the solution was stirred at room temperature for 18 h. The solvent was removed and the residue purified by chromatography on silica gel using dichloromethane as eluent. The product was obtained as a yellow powder (2.8 g, 56%), m.p. 98-99° C.

Workup

  1. customThe solvent was removed
  2. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-b8dbf243a8a842919d2cafadcf065e20
Source dataset
uspto-grants-2001_10
Patent number
US06303613B1

Linked notes

Loading…