3-Cyanopyridine → HCID 6914802, compound

HRID 2073657Notes

Reaction equation

HRID 2073657 reaction equation
[CH:1]1[CH:6]=[N:5][CH:4]=[C:3]([C:7]#[N:8])[CH:2]=1.O.Cl.N[CH:12]([C:15]([OH:17])=[O:16])[CH2:13][SH:14].C(=O)([O-])[O-:19].[K+].[K+].O>CO>[C:7]([NH:8][CH:12]([C:15]([OH:17])=[O:16])[CH2:13][SH:14])(=[O:19])[C:3]1[CH:2]=[CH:1][CH:6]=[N:5][CH:4]=1

Participants

6

Reactant 4

HCID 793-CyanopyridineHCID 962WaterHCID 11430Potassium CarbonateHCID 12219647DL-CYSTEINE HYDROCHLORIDE MONOHYDRATE

Product 1

HCID 6914802HCID 6914802, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

41.6 g (0.4 mole) nicotinic acid nitrile, 70.5 g (0.4 mole) D,L-cysteine hydrochloride monohydrate and 55.2 g (0.4 mole) potassium carbonate were heated in 500 ml methanol and 500 ml water for 6 hours at the boiling point. Then, the solvent was removed under reduced pressure, the residue taken up in 300 ml water, adjusted with concentrated hydrochloric acid to pH 5 and heated 45 minutes at the boiling point. After the mixture cooled off, 78.7 g (87% of theory) colorless product with a melting point of 195° C. were recovered by suction.

Workup

  1. customThen, the solvent was removed under reduced pressure
  2. temperatureheated 45 minutes at the boiling point
  3. temperatureAfter the mixture cooled off
  4. custom78.7 g (87% of theory) colorless product with a melting point of 195° C. were recovered by suction

Sources & evidence

ORD record
ord-5e386f5ce80b453fb67db9db1bd7b88b
Source dataset
uspto-grants-1990_04
Patent number
US04918223

Reaction notes

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