HCID 178466943, compound → HCID 178433290, compound

HRID 1758554Notes

Reaction equation

HRID 1758554 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[CH:21]=[C:20]([O:22]CC)[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1>Cl>[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:12]1[CH2:21][C:20](=[O:22])[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]=1

Participants

3

Reactant 1

HCID 178466943HCID 178466943, compound

Product 1

HCID 178433290HCID 178433290, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-[2-(4-Methyl-5-imidazolylmethylthio)ethylamino]-4-ethoxyquinoline (1.69 gms) and concentrated HCl (30 mls) were refluxed together for 17 hours. The solution was evaporated to dryness, the residue dissolved in water and basified with potassium carbonate. The precipitated oil was separated by decantation, washed with water and crystallised from isopropanol-water to give 2[-2-(4-methyl-5-imidazolylmethylthio)ethylamino]-4-quinolone. m.p. 121°-124° C.

Workup

  1. customThe solution was evaporated to dryness
  2. dissolutionthe residue dissolved in water and basified with potassium carbonate
  3. customThe precipitated oil was separated by decantation
  4. washwashed with water
  5. customcrystallised from isopropanol-water

Sources & evidence

ORD record
ord-a0584b08f0b44a8c9140b3574b7102f7
Source dataset
uspto-grants-1983_02
Patent number
US04374251

Reaction notes

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