N-(2-mercaptopropanoyl)thiazolidine-4-carboxylic acid → HCID 13599166, compound

HRID 35356Notes

Reaction equation

HRID 35356 reaction equation
[SH:1][CH:2]([CH3:13])[C:3]([N:5]1[CH:9]([C:10](O)=[O:11])[CH2:8][S:7][CH2:6]1)=[O:4]>O>[CH3:13][CH:2]1[S:1][C:10](=[O:11])[CH:9]2[CH2:8][S:7][CH2:6][N:5]2[C:3]1=[O:4]

Participants

3

Reactant 1

HCID 12915523N-(2-mercaptopropanoyl)thiazolidine-4-carboxylic acid

Product 1

HCID 13599166HCID 13599166, compoundYield 50.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Polyphosphoric acid (36 g) was added to N-(2-mercaptopropanoyl)thiazolidine-4-carboxylic acid (1.5 g, 6.78 mmol) and the mixture stirred at 50° for a period of 4 hours. The reaction mixture was then dissolved in water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate, filtered and concentrated to give 0.7 g of 6-methyl-1H,3H-thiazolo[4,3-c][1,4]thiazine-5,8-dione as a pale yellow oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-46ad65e44702488e9d23d575e8d591aa
Source dataset
uspto-grants-1988_08
Patent number
US04766210

Reaction notes

Loading…