Hydrochloric Acid → HCID 54344969, compound

HRID 2073659Notes

Reaction equation

HRID 2073659 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.N[C@@H:11]([C:16]([OH:18])=[O:17])[C:12]([SH:15])([CH3:14])[CH3:13].C(=O)([O-])[O-:20].[K+].[K+].Cl>CO.O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]([NH:7][C@@H:11]([C:16]([OH:18])=[O:17])[C:12]([SH:15])([CH3:14])[CH3:13])=[O:20])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5852PenicillamineHCID 11430Potassium CarbonateHCID 121634-Chlorobenzonitrile

Product 1

HCID 54344969HCID 54344969, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

27.5 g (0.2 mole) 4-chlorobenzonitrile, 29.8 g (0.2 mole) D-penicillamine and 13.8 g (0.1 mole) potassium carbonate were heated in 350 ml methanol and 150 ml water for 6 hours at the boiling point. After the mixture was acidified with concentrated hydrochloric acid to pH 4, it was heated one hour under nitrogen at the boiling point. After it cooled off, 42.6 g (74% of theory) of a colorless precipitate was isolated, which had a melting point of 174° C.

Workup

  1. temperaturewas heated one hour under nitrogen at the boiling point
  2. temperatureAfter it cooled off
  3. custom42.6 g (74% of theory) of a colorless precipitate was isolated

Sources & evidence

ORD record
ord-19259e6ce3f94b9b8daef0e9044004b3
Source dataset
uspto-grants-1990_04
Patent number
US04918223

Reaction notes

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