Sodium Hydroxide → HCID 70222249, compound

HRID 582002Notes

Reaction equation

HRID 582002 reaction equation
[N:1]1([CH:6]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=2)[C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=[O:17])[CH:11]=[CH:10]3)[CH:5]=[N:4][CH:3]=[N:2]1.[OH-].[Na+].[NH2:30]OS(O)(=O)=O>O>[NH2:30][N:13]1[C:14]2[C:9](=[CH:8][C:7]([CH:6]([N:1]3[CH:5]=[N:4][CH:3]=[N:2]3)[C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:25])([F:26])[F:27])[CH:19]=3)=[CH:16][CH:15]=2)[CH:10]=[CH:11][C:12]1=[O:17]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 76284hydroxylamine-O-sulfonic acidHCID 49824866HCID 49824866, compound

Product 1

HCID 70222249HCID 70222249, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of compound 3 (7.3 g) and NaOH (4.12 g) in water (20 ml) was stirred at room temperature for 15 minutes. Hydroxylamine-O-sulfonic acid (6.3 g) was added portionwise and the mixture was stirred for 12 hours. The precipitate was filtered off and crystallyzed from 2-propanol, yielding 2.3 g (±)-(1-amino-6-[1H-1,2,4-triazol-1-yl-[3-(trifluoromethyl)phenyl]methyl]-2(1H)-quinolinone (compound 20; mp. 222.3° C.).

Workup

  1. stirringthe mixture was stirred for 12 hours
  2. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-142d232ba7af4b3d8c7279ee760f6187
Source dataset
uspto-grants-1999_07
Patent number
US05922734

Reaction notes

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