Acetic Anhydride → HCID 15725090, compound

HRID 867425Notes

Reaction equation

[C:1](OC(=O)C)(=[O:3])[CH3:2].[Cl:8][C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[CH:16]1[NH:20][C@@H:19]([C:21]([OH:23])=[O:22])[C:18]([CH3:25])([CH3:24])[S:17]1>O>[C:1]([N:20]1[C@@H:19]([C:21]([OH:23])=[O:22])[C:18]([CH3:25])([CH3:24])[S:17][C@H:16]1[C:10]1[CH:11]=[CH:12][C:13]([Cl:15])=[CH:14][C:9]=1[Cl:8])(=[O:3])[CH3:2]

Participants

Conditions

Temperature: 100 °C

Procedure

5.56 ml of acetic anhydride are given to a hot suspension containing 2-(2,4-dichlorophenyl)-5,5-dimethylthiazolidine-4(S)-carboxylic acid in 5.56 ml of water. The mixture is heated at 100° C. for 6 minutes, then cooled down and diluted with 10 ml of water. The crystalline precipitate is filtered to give the title compound in a yield of 2.57 g (73.8%). After recrystallization from a mixture of methanol and water, this acid melts at 233°-235° C., [α]d22 =-142.

Workup

temperaturecooled down
filtrationThe crystalline precipitate is filtered

Sources & evidence

ORD record: ord-69e5babeeec6444e90d8ae7f153d48e6
Source dataset: uspto-grants-1988_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04775675

Reaction notes

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