Penicillamine → HCID 15725079, compound

HRID 867410Notes

Reaction equation

HRID 867410 reaction equation
[CH:1]([C:3]1[O:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[CH:7]=1)=O.[NH2:12][C@@H:13]([C:18]([OH:20])=[O:19])[C:14]([SH:17])([CH3:16])[CH3:15]>CO>[O:4]1[C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[CH:7]=[C:3]1[CH:1]1[NH:12][C@@H:13]([C:18]([OH:20])=[O:19])[C:14]([CH3:16])([CH3:15])[S:17]1

Participants

4

Reactant 2

HCID 5852PenicillamineHCID 613412-Benzofurancarboxaldehyde

Product 1

HCID 15725079HCID 15725079, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.46 g (1.39 ml, 10 mmoles) of 2-formylbenzofuran are added to a solution containing 1.5 g (10 mmoles) of D-penicillamine in 150 ml of methanol while stirring. After 48 hours, the solution is evaporated to dryness under reduced pressure. The syrupic residue is dissolved in hot benzene and filtered. After adding petroleum ether, the title compound is precipitated in a crystalline form with a yield of 1.9 g (68.6%), m.p.: 96° C., [α]D20 =+215° (c=0.511, dimethylsulphoxide).

Workup

  1. customthe solution is evaporated to dryness under reduced pressure
  2. dissolutionThe syrupic residue is dissolved in hot benzene
  3. filtrationfiltered
  4. additionAfter adding petroleum ether
  5. customthe title compound is precipitated in a crystalline form with a yield of 1.9 g (68.6%), m.p.: 96° C., [α]D20 =+215° (c=0.511, dimethylsulphoxide)

Sources & evidence

ORD record
ord-52f29546ed05411d8e8c2b9d76878c50
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

Loading…