HCID 178466601, compound → HCID 178433289, compound

HRID 893947Notes

Reaction equation

HRID 893947 reaction equation
C([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH2:11][CH2:12][S:13][CH2:14][C:15]2[NH:19][CH:18]=[N:17][C:16]=2[CH3:20])[N:5]=1)C>Cl>[CH3:20][C:16]1[N:17]=[CH:18][NH:19][C:15]=1[CH2:14][S:13][CH2:12][CH2:11][NH:10][C:6]1[NH:5][C:4](=[O:3])[CH:9]=[CH:8][CH:7]=1

Participants

3

Reactant 1

HCID 178466601HCID 178466601, compound

Product 1

HCID 178433289HCID 178433289, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of this ethoxypyridine (3.4 g. of base) in 5 N hydrochloric acid (100 ml) was heated under reflux for 21/2 hours. The reaction mixture was evaporated to dryness, the residue dissolved in a minimum amount of water, the solution basified with aqueous potassium carbonate, washed once with chloroform, and allowed to stand at 0° overnight. Crystals of 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one were collected and recrystallised from water to give the pure product, m.p. 85°.

Workup

  1. temperatureunder reflux for 21/2 hours
  2. customThe reaction mixture was evaporated to dryness
  3. dissolutionthe residue dissolved in a minimum amount of water
  4. washwashed once with chloroform
  5. customCrystals of 2-[2-(4-methyl-5-imidazolylmethylthio)ethylamino]-(1H)-pyrid-6-one were collected
  6. customrecrystallised from water
  7. customto give the pure product, m.p. 85°

Sources & evidence

ORD record
ord-f46f5a529b8e43ee878057a8f01e8587
Source dataset
uspto-grants-1981_08
Patent number
US04282221

Reaction notes

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