HCID 22840054, compound → HCID 15725089, compound

HRID 867424Notes

Reaction equation

HRID 867424 reaction equation
[CH3:1][C:2]1([CH3:17])[S:6][CH:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[OH:13])[NH:4][C@H:3]1[C:14]([OH:16])=[O:15]>N1C=CC=CC=1.C(OC(=O)C)(=O)C>[C:8]([O:13][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C@H:5]1[N:4]([C:14](=[O:15])[CH3:3])[C@@H:3]([C:14]([OH:16])=[O:15])[C:2]([CH3:17])([CH3:1])[S:6]1)(=[O:13])[CH3:7]

Participants

4

Reactant 1

HCID 22840054HCID 22840054, compound

Product 1

HCID 15725089HCID 15725089, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 7918Acetic AnhydrideSolvent

Procedure

A solution containing 1.0 g of 5,5-dimethyl-2-(2-hydroxyphenyl)-thiazolidine-4(S)-carboxylic acid in 7 ml of pyridine and 3 ml of acetic anhydride is kept for 20 hours, then the mixture is evaporated and three times 20 ml of toluene each are distilled from the residue. The remained crystalline material is recrystallized from the mixture of acetone and petroleum ether to give the title compound in a yield of 0.9 g (67.5 %), m.p.: 214°-216° C. [α]D22 =+34 (c=0.47, chloroform).

Workup

  1. customthe mixture is evaporated
  2. distillationthree times 20 ml of toluene each are distilled from the residue
  3. customThe remained crystalline material is recrystallized from the mixture of acetone and petroleum ether

Sources & evidence

ORD record
ord-93910cdebec9416387f7637d062c86c7
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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