(Chlorothio)formyl chloride → 5-(3-Chlorobenzyl)-1,3,4-oxathiazol-2-one

HRID 389831Notes

Reaction equation

HRID 389831 reaction equation
Cl[C:2]([S:4]Cl)=[O:3].[Cl:6][C:7]1[CH:8]=[C:9]([CH2:13][C:14]([NH2:16])=[O:15])[CH:10]=[CH:11][CH:12]=1>C1(C)C=CC=CC=1>[Cl:6][C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=1)[CH2:13][C:14]1[O:15][C:2](=[O:3])[S:4][N:16]=1

Participants

4

Reactant 2

HCID 75990(Chlorothio)formyl chlorideHCID 53247462-(3-Chlorophenyl)acetamide

Product 1

HCID 670798575-(3-Chlorobenzyl)-1,3,4-oxathiazol-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7.32 g (55.9 mmol) of chlorocarbonylsulphenyl chloride and 7.90 g (46.6 mmol) of 2-(3-chlorophenyl)acetamide are stirred in 50 ml of toluene at 80° C. for 3 h. The crude product is reacted further without additional purification.

Sources & evidence

ORD record
ord-aed017e578454e8ba2dc5d75ba928ed7
Source dataset
uspto-grants-2013_02
Patent number
US08383139B2

Reaction notes

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