Ammonium Hydroxide → 5-Amino-6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazole

HRID 48976Notes

Reaction equation

HRID 48976 reaction equation
[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([S:9]C#N)=[C:4]([C:12](=O)[C:13]2[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]=2)[CH:3]=1.[OH-].[NH4+:22]>CO>[NH2:1][C:2]1[C:7]([F:8])=[CH:6][C:5]2[S:9][N:22]=[C:12]([C:13]3[C:18]([CH3:19])=[CH:17][CH:16]=[CH:15][N:14]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 111969574-Amino-5-fluoro-2-(3-methylpicolinoyl)phenyl thiocyanate

Product 1

HCID 112884115-Amino-6-fluoro-3-(3-methyl-2-pyridyl)-1,2-benzisothiazoleYield 66.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-amino-5-fluoro-2-(3-methylpicolinoyl)phenyl thiocyanate(3.06 g, 0.0112 mole), concentrated ammonium hydroxide (300 ml) and methanol (300 ml) is stirred overnight at room temperature. The methanol is removed in vacuo and the resultant mixture is filtered to afford the title compound as a green solid (1.93 g, 66.6%) which is identified by NMR spectral analysis.

Workup

  1. customThe methanol is removed in vacuo
  2. filtrationthe resultant mixture is filtered

Sources & evidence

ORD record
ord-315bbe081a5247e9bd79bf30d08c872f
Source dataset
uspto-grants-2004_03
Patent number
US06706663B2

Reaction notes

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