Penicillamine → HCID 2825755, compound

HRID 867409Notes

Reaction equation

HRID 867409 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=O)[CH:2]=1.[NH2:9][C@@H:10]([C:15]([OH:17])=[O:16])[C:11]([SH:14])([CH3:13])[CH3:12]>O>[CH3:12][C:11]1([CH3:13])[S:14][CH:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[NH:9][C@H:10]1[C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 5852PenicillamineHCID 103713-Pyridinecarboxaldehyde

Product 1

HCID 2825755HCID 2825755, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.94 ml (1.07 g, 10 mmoles) of pyridine-3-aldehyde is added to a solution containing 1.5 g (10 mmoles) of D-penicillamine in 30 ml of water at room temperature while stirring. After 10 minutes, the title product begins to crystallize. The mixture is stirred for 1 additional hour, the precipitate is filtered, washed with water and dried. The thus-obtained crude product is dissolved in hot water, filtered and cooled down to give the crystalline title compound in a yield of 1.9 g (79.7%), m.p.: 164°-165° C., [α]D20 =+145° (c=0.556, dimethylsulphoxide).

Sources & evidence

ORD record
ord-8c7e2766ad6d446ba6aec9ebf8fd5d1c
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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