HCID 178466943, compound → HCID 178433290, compound

HRID 434635Notes

Reaction equation

HRID 434635 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-883e132a38944a78be552b525756f85a
Source dataset
uspto-grants-1983_08
Patent number
US04399142

Reaction notes

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