4-Chlorobenzaldehyde → HCID 15725087, compound

HRID 867422Notes

Reaction equation

HRID 867422 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10]([NH:13][C@@H:14]([C:19]([OH:21])=[O:20])[C:15]([SH:18])([CH3:17])[CH3:16])(=[O:12])[CH3:11]>Cl>[C:10]([N:13]1[C@@H:14]([C:19]([OH:21])=[O:20])[C:15]([CH3:17])([CH3:16])[S:18][C@@H:6]1[C:5]1[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 77264-ChlorobenzaldehydeHCID 65532N-acetyl-D-penicillamine

Product 1

HCID 15725087HCID 15725087, compoundYield 88.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4.2 g (30 mmoles) of 4-chlorobenzaldehyde are given to the suspension containing 5.73 g (30 mmoles) of N-acetyl-D-penicillamine in 18 ml of ethereal hydrogen chloride solution under stirring for 12 minutes. After dissolution, a product is precipitated which is filtered out and washed with ether to give 8.32 g (88.4%) of the title compound, m.p.: 197°-198° C. after recrystallization from ethyl acetate, [α]D =+230.5° (c=0.59, methanol).

Workup

  1. dissolutionAfter dissolution
  2. customa product is precipitated which
  3. filtrationis filtered out
  4. washwashed with ether

Sources & evidence

ORD record
ord-481a51238d9c4418895928aca96394a1
Source dataset
uspto-grants-1988_10
Patent number
US04775675

Reaction notes

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