Penicillamine → HCID 2825599, compound

HRID 867413Notes

Reaction equation

HRID 867413 reaction equation
[C:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=O)([OH:3])=[O:2].[NH2:12][C@@H:13]([C:18]([OH:20])=[O:19])[C:14]([SH:17])([CH3:16])[CH3:15]>O>[C:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]1[NH:12][C@@H:13]([C:18]([OH:20])=[O:19])[C:14]([CH3:16])([CH3:15])[S:17]1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 5852PenicillamineHCID 8406Phthalaldehydic acid

Product 1

HCID 2825599HCID 2825599, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture containing 6 g (30 mmoles) of 2-carboxybenzaldehyde and 6 g (30 mmoles) of D-penicillamine in 44 ml of water is stirred for 3 hours. The precipitate is filtered out and washed with aqueous methanol to given the crude title acid in a yield of 9.86 g (82.6%) which can be recrystallized from methanol containing water, m.p.: 185°-186° C. [α]D18 =+385° (c=0.51, methanol).

Workup

  1. filtrationThe precipitate is filtered out
  2. washwashed with aqueous methanol
  3. customcan be recrystallized from methanol
  4. additioncontaining water, m.p.: 185°-186° C. [α]D18 =+385° (c=0.51, methanol)

Sources & evidence

ORD record
ord-e1bb3f15afe042b1ad541acbafa4b9b5
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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