Acetic Anhydride → HCID 15725091, compound

HRID 867426Notes

Reaction equation

HRID 867426 reaction equation
[C:1](OC(=O)C)(=[O:3])[CH3:2].[CH3:8][C:9]1([CH3:24])[S:13][CH:12]([C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[NH:11][C@H:10]1[C:21]([OH:23])=[O:22]>O>[C:1]([N:11]1[C@@H:10]([C:21]([OH:23])=[O:22])[C:9]([CH3:24])([CH3:8])[S:13][C@H:12]1[C:14]1[CH:15]=[CH:16][C:17]([CH3:20])=[CH:18][CH:19]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 11837459HCID 11837459, compound

Product 1

HCID 15725091HCID 15725091, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

5.6 ml of acetic anhydride are added to a hot suspension containing 2.51 g (10 mmoles) of 5,5-dimethyl-2-(4-methylphenyl)-thiazolidine-4(S)-carboxylic acid in 5.6 ml of water, then the mixture is heated at 100° C. for 5 minutes. On cooling, crystals are precipitated which are recrystallized from isopropanol to give the title compound in a yield of 2.15 g (73.3%), m.p.: 214°218° C., [α]D19 =-101° (c=0.71, methanol).

Workup

  1. temperatureOn cooling
  2. customcrystals are precipitated which
  3. customare recrystallized from isopropanol

Sources & evidence

ORD record
ord-b0a38768c64c426db312c346b3bc4a79
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

Loading…