Penicillamine → HCID 22840054, compound

HRID 867420Notes

Reaction equation

HRID 867420 reaction equation
[NH2:1][C@@H:2]([C:7]([OH:9])=[O:8])[C:3]([SH:6])([CH3:5])[CH3:4].[CH:10](=O)[C:11]1[C:12](=[CH:14][CH:15]=[CH:16][CH:17]=1)[OH:13]>CO>[CH3:4][C:3]1([CH3:5])[S:6][CH:10]([C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[OH:13])[NH:1][C@H:2]1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 5852PenicillamineHCID 6998Salicylaldehyde

Product 1

HCID 22840054HCID 22840054, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution containing 4.5 g (30 mmoles) of D-penicillamine and 3.16 ml (30 mmoles) of salicylaldehyde in 90 ml of 30% methanol is stirred for 3 hours. The precipitated product is filtered out, washed with 50% methanol and dried to give the title acid in a yield of 7.05 g (92.7%) which is recrystallized from methanol, m.p. 179°-181° C., [α]D =129.8° (c=0.48, dimethylformamide).

Workup

  1. filtrationThe precipitated product is filtered out
  2. washwashed with 50% methanol
  3. customdried

Sources & evidence

ORD record
ord-ead0c94b7b874abf80995816c5ea49fa
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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