Penicillamine → HCID 11837459, compound

HRID 867418Notes

Reaction equation

HRID 867418 reaction equation
[NH2:1][C@@H:2]([C:7]([OH:9])=[O:8])[C:3]([SH:6])([CH3:5])[CH3:4].[CH3:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1>CO>[CH3:4][C:3]1([CH3:5])[S:6][CH:10]([C:11]2[CH:18]=[CH:17][C:14]([CH3:15])=[CH:13][CH:12]=2)[NH:1][C@H:2]1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 2

HCID 5852PenicillamineHCID 77254-Methylbenzaldehyde

Product 1

HCID 11837459HCID 11837459, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution containing 1.50 g (10 mmoles) of D-penicillamine and 1.18 ml (10 mmoles) of 4-methylbenzaldehyde in 30 ml of 30% methanol is stirred for 1 hour. The precipitated crystals are filtered out and washed with 30% methanol to give the crude title acid in a yield of 2.25 g (89.5%) which can be recrystallized from methanol by adding water, m.p.: 89°-90° C., [α]D =+53.5 (c=0.784, dimethylsulphoxide).

Workup

  1. filtrationThe precipitated crystals are filtered out
  2. washwashed with 30% methanol

Sources & evidence

ORD record
ord-3de158b9875b42aeb9daab465e43599d
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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