Acetic Anhydride → HCID 15725093, compound

HRID 867429Notes

Reaction equation

[CH3:1][C:2]1([CH3:18])[S:6][CH:5]([C:7]2[O:8][C:9]([N+:12]([O-:14])=[O:13])=[CH:10][CH:11]=2)[NH:4][C@H:3]1[C:15]([OH:17])=[O:16].[C:19](OC(=O)C)(=[O:21])[CH3:20]>O>[C:19]([N:4]1[C@@H:3]([C:15]([OH:17])=[O:16])[C:2]([CH3:18])([CH3:1])[S:6][C@H:5]1[C:7]1[O:8][C:9]([N+:12]([O-:14])=[O:13])=[CH:10][CH:11]=1)(=[O:21])[CH3:20]

Participants

Conditions

Temperature: 100 °C

Procedure

A solution containing 2.72 g (10 mmoles) of 5,5-dimethyl-2-(5-nitro-2-furyl)-thiazolidine-4(S)-carboxylic acid in 5.6 ml of water is heated to 100° C. on the steam bath. After adding 5.6 ml of acetic anhydride, the mixture is heated for additional 3 minutes. On the addition of water, 2.6 g (84.3%) of the title compound are precipitated, m.p.: 191°14 194° C., [α]D25 =-315.8° (c=0.938, dimethylsulphoxide).

Workup

temperaturethe mixture is heated for additional 3 minutes

Sources & evidence

ORD record: ord-d684fcbecc2448e5952eeee996532dd9
Source dataset: uspto-grants-1988_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04775675

Reaction notes

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