Acetone → 4-Thiazolidinecarboxamide, 2,2,5,5-tetramethyl-

HRID 1744198Notes

Reaction equation

HRID 1744198 reaction equation
[NH2:1][C@H:2]([C:7]([NH2:9])=[O:8])[C:3]([SH:6])([CH3:5])[CH3:4].[CH3:10][C:11]([CH3:13])=O>O>[CH3:10][C:11]1([CH3:13])[NH:1][CH:2]([C:7]([NH2:9])=[O:8])[C:3]([CH3:5])([CH3:4])[S:6]1

Participants

4

Reactant 2

HCID 180AcetoneHCID 22797962HCID 22797962, compound

Product 1

HCID 101713024-Thiazolidinecarboxamide, 2,2,5,5-tetramethyl-Yield 92%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Penicillaminamide (74.0 g, 0.50 mol) was dissolved in distilled water (800 ml) and added with acetone (58.0 g, 1.00 mol). The mixture was allowed to react at 30° C. for 1 hour with stirring under normal pressure and cooled. Then, water and acetone were evaporated by using an evaporator. The residue was washed with acetone to obtain white crystals (86.5 g, 0.46 mol) of 2,2,5,5-tetramethyl-1,3-thiazolidine-4-carboxylic acid amide. The yield to penicillaminamide was 92.0 mole %.

Workup

  1. customto react at 30° C. for 1 hour
  2. temperaturecooled
  3. customThen, water and acetone were evaporated
  4. customan evaporator
  5. washThe residue was washed with acetone

Sources & evidence

ORD record
ord-7cc397e97fa94300a9b9a914ee20807c
Source dataset
uspto-grants-2006_03
Patent number
US07015029B2

Reaction notes

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