HCID 178466943, compound → HCID 178433290, compound

HRID 2419005Notes

Reaction equation

HRID 2419005 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

(found: C, 63.2; H, 6.5; N, 16.1; S, 9.1. C18H22N4OS requires: C, 63.1; H, 6.5; N, 16.4; S, 9.4) 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-815a645370ad4b6fa483b14cd6ba9a66
Source dataset
uspto-grants-1978_08
Patent number
US04104381

Reaction notes

Loading…