Acetophenone → 2-Amino-4-phenylthiazole

HRID 28116Notes

Reaction equation

HRID 28116 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[NH2:10][C:11]([NH2:13])=[S:12].S(Cl)(Cl)(=O)=O>>[C:4]1([C:1]2[N:10]=[C:11]([NH2:13])[S:12][CH:2]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 7410AcetophenoneHCID 24648Sulfuryl chloride2×HCID 2723790Thiourea

Product 1

HCID 403022-Amino-4-phenylthiazole

Procedure

Carefully mix 360 g (3 mols) of acetophenone and 455 g (6 mols) of thiourea; then add 264 ml (3.3 mols) of sulfuryl chloride in small fractions. The reaction is exothermic and the sulfuryl chloride is added over the course of two hours.

Sources & evidence

ORD record
ord-2aea7c5200de4436ba673fde5ea56baa
Source dataset
uspto-grants-1980_09
Patent number
US04225610

Reaction notes

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