Formaldehyde → HCID 9855557, compound

HRID 1744196Notes

Reaction equation

HRID 1744196 reaction equation
[NH2:1][C@H:2]([C:7]([NH2:9])=[O:8])[C:3]([SH:6])([CH3:5])[CH3:4].[CH2:10]=O>O>[CH3:4][C:3]1([CH3:5])[S:6][CH2:10][NH:1][CH:2]1[C:7]([NH2:9])=[O:8]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 22797962HCID 22797962, compound

Product 1

HCID 9855557HCID 9855557, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Penicillaminamide (74.0 g, 0.50 mol) was dissolved in distilled water (800 ml) and added with 37% formalin (60.8 g, 0.75 mol). The mixture was heated with stirring at 50° C. under normal pressure, allowed to react for 2 hours and cooled. Subsequently, water was evaporated by using an evaporator. The residue was washed with acetone to obtain white crystals of 5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid amide (75.5 g, 0.47 mol). The yield to penicillaminamide was 94.4 mole %.

Workup

  1. temperatureThe mixture was heated
  2. customto react for 2 hours
  3. temperaturecooled
  4. customSubsequently, water was evaporated
  5. customan evaporator
  6. washThe residue was washed with acetone

Sources & evidence

ORD record
ord-90c4a1f299e64b7eb3f026d8d7807011
Source dataset
uspto-grants-2006_03
Patent number
US07015029B2

Reaction notes

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