(Chlorothio)formyl chloride → 5-(3,5-Di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-1,3,4-oxathiazolidin-2-one

HRID 4178

Reaction equation

HRID 4178 reaction equation
[OH:1][C:2]1[C:10]([C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][C:3]=1[C:15]([CH3:18])([CH3:17])[CH3:16].Cl[C:20]([S:22]Cl)=[O:21]>>[OH:1][C:2]1[C:10]([C:11]([CH3:12])([CH3:14])[CH3:13])=[CH:9][C:5]([C:6]2[O:7][C:20](=[O:21])[S:22][N:8]=2)=[CH:4][C:3]=1[C:15]([CH3:18])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 75990(Chlorothio)formyl chlorideHCID 6165023,5-Ditert-butyl-4-hydroxybenzamide

Product 1

HCID 1357782885-(3,5-Di-tert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)-1,3,4-oxathiazolidin-2-one

Procedure

The procedure of Example 1 is repeated using 3.03 grams of 4-hydroxy-3,5-di-tert-butylbenzamide and 3.18 grams of chlorocarbonylsulfenyl choride. Recrystallization from toluene:heptane (1:1) affords the title compound as a white crystalline solid: mp 155°-157° C. (dec.).

Workup

  1. customRecrystallization from toluene:heptane (1:1)

Sources & evidence

ORD record
ord-4237d7b249d34c2e8737a3ca18720997
Source dataset
uspto-grants-1988_02
Patent number
US04724246

Linked notes

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