Penicillamine → HCID 11837461, compound

HRID 867417Notes

Reaction equation

HRID 867417 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[NH2:11][C@@H:12]([C:17]([OH:19])=[O:18])[C:13]([SH:16])([CH3:15])[CH3:14]>CO.O>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]1[NH:11][C@@H:12]([C:17]([OH:19])=[O:18])[C:13]([CH3:15])([CH3:14])[S:16]1

Participants

5

Reactant 2

HCID 5852PenicillamineHCID 134042,4-Dichlorobenzaldehyde

Product 1

HCID 11837461HCID 11837461, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3.5 g (20 mmoles) of 2,4-dichlorobenzaldehyde dissolved in 17 ml of methanol are added to a solution containing 3.0 g (20 mmoles) of D-penicillamine in 65 ml of water while stirring. After stirring for 16 hours, the precipitate is filtered, washed with 50% methanol and dried to give the title acid in a yield of 5.82 g (95%), m.p.: 150°-151° C., [α]D20 =+353° (c=0.45, dimethylsulphoxide).

Workup

  1. additionare added to a solution
  2. stirringAfter stirring for 16 hours
  3. filtrationthe precipitate is filtered
  4. washwashed with 50% methanol
  5. customdried

Sources & evidence

ORD record
ord-ae94e81d16b34892b5f36a23c64d7c8b
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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