Carboxin → Acetoacetanilide

HRID 2198792

Reaction equation

HRID 2198792 reaction equation
CC1OCC[S:6][C:7]=1[C:8](NC1C=CC=CC=1)=[O:9].[OH:17][CH2:18][CH2:19][S:20][CH:21]([C:31](=[O:33])[CH3:32])[C:22]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:23]>>[OH:17][CH2:18][CH2:19][S:20][S:6][CH2:7][CH2:8][OH:9].[C:22]([NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:23])[CH2:21][C:31]([CH3:32])=[O:33]

Participants

4

Reactant 2

HCID 21307CarboxinHCID 12217992HCID 12217992, compound

Product 2

HCID 7592AcetoacetanilideHCID 159062-Hydroxyethyl disulfide

Procedure

A method for making 5,6-dihydro-2-methyl-N-phenyl-1,4-oxathiin-3-carboxamide by cyclization of the intermediate 2-[(2-hydroxyethyl)thio]-3-oxo-N-phenyl-butanamide, in which this intermediate is obtained by the reaction of di-(2-hydroxyethyl) disulfide with acetoacetanilide.

Sources & evidence

ORD record
ord-adffd929c89d46a28ea154025a5ec3ef
Source dataset
uspto-grants-1982_11
Patent number
US04359579

Linked notes

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