Penicillamine → HCID 15725081, compound

HRID 867414Notes

Reaction equation

HRID 867414 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=O)=[C:5]([C:11]([OH:13])=[O:12])[C:4]=1[O:14][CH3:15].[NH2:16][C@@H:17]([C:22]([OH:24])=[O:23])[C:18]([SH:21])([CH3:20])[CH3:19]>O>[CH3:15][O:14][C:4]1[C:5]([C:11]([OH:13])=[O:12])=[C:6]([CH:9]2[NH:16][C@@H:17]([C:22]([OH:24])=[O:23])[C:18]([CH3:20])([CH3:19])[S:21]2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 2

HCID 5852PenicillamineHCID 682106-Formyl-2,3-dimethoxybenzoic acid

Product 1

HCID 15725081HCID 15725081, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

2.1 g (10 mmoles) of opianic acid are dissolved in 30 ml of hot water and the solution is cooled to about 60° C. After adding 1.5 g (10 mmoles) of D-penicillamine, an oily product separates from the opalescent solution which becomes crystalline after standing overnight. The title acid is obtained in a yield of 2.75 g (80.5%) and can be recrystallized from methanol by adding water, m.p.: 90°-91° C., [α]D20 =+326° (c=0.772, methanol).

Sources & evidence

ORD record
ord-4e438f821a744abfa6675244d60e48da
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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