Ammonia → HCID 54717980, compound

HRID 649192Notes

Reaction equation

HRID 649192 reaction equation
[C:1]1([NH:7][C:8]([C:10]2[C:11](=[O:22])[N:12]([CH3:21])[C:13]3[C:18]([C:19]=2Cl)=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N.C[OH:25]>>[C:1]1([NH:7][C:8]([C:10]2[C:11](=[O:22])[N:12]([CH3:21])[C:13]3[C:18]([C:19]=2[OH:25])=[CH:17][CH:16]=[CH:15][CH:14]=3)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:12]1[CH:13]=[CH:18][CH:19]=[CH:10][CH:11]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 20142504HCID 20142504, compound

Product 1

HCID 54717980HCID 54717980, compound

Conditions

Temperature
100 °C

Procedure

A reaction mixture consisting of N-phenyl-4-chloro-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamide (12 parts), concentrated aqueous ammonia (25 parts), and methanol (60 parts) is heated in an autoclave at 100° C. for 48 hours. After cooling to room temperature the precipitate formed is filtered off and recrystallized from pyridine and dried to give N-phenyl-4-amino-1,2-dihydro-1-methyl-2-oxo-quinoline-3-carboxamide (1). M.p. 248° C.

Workup

  1. temperatureAfter cooling to room temperature the precipitate
  2. customformed
  3. filtrationis filtered off
  4. customrecrystallized from pyridine
  5. customdried

Sources & evidence

ORD record
ord-285cea4b4db64910b9d85a4c7f1a8f9f
Source dataset
uspto-grants-1988_04
Patent number
US04738971

Reaction notes

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