Hydrochloric Acid → HCID 15035218, compound

HRID 1656434Notes

Reaction equation

HRID 1656434 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([N:12](C)[C:13](=O)C)=[C:5]2[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CO.Cl>O.[OH-].[Na+]>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[CH:7][C:6]([NH:12][CH3:13])=[C:5]2[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 15035217HCID 15035217, compound

Product 1

HCID 15035218HCID 15035218, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 6-chloro-3-(N-methylacetamido)-4-phenylquinoline (0.9 g), methanol (5 ml) and conc. hydrochloric acid (5 ml) was refluxed for 5 hrs. It was diluted with water and neutralized with aqueous sodium hydroxide solution. The resultant precipitate was collected by filtration and recrystallized from methanol to give 6-chloro-3-methylamino-4-phenylquinoline as pale yellow crystals. Yield 0.65 g (83.5%). m.p. 139°-140° C.

Workup

  1. temperaturewas refluxed for 5 hrs
  2. filtrationThe resultant precipitate was collected by filtration
  3. customrecrystallized from methanol

Sources & evidence

ORD record
ord-8f47404c41a84e5694042ddb2f0ab32e
Source dataset
uspto-grants-1993_10
Patent number
US05254565

Reaction notes

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