Stannous Chloride → 3-Fluoro-4-(4-methyl-[1,2,3]triazol-1-yl)-phenylamine

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[N:12]1.Cl[Sn]Cl>>[F:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[N:11]1[CH:15]=[C:14]([CH3:16])[N:13]=[N:12]1

Participants

Reactant 2

HCID 24479Stannous Chloride

HCID 575269881-(2-Fluoro-4-nitro-phenyl)-4-methyl-[1,2,3]-triazole2×

Product 1

HCID 575269893-Fluoro-4-(4-methyl-[1,2,3]triazol-1-yl)-phenylamineYield 95.9%

Procedure

1-(2-Fluoro-4-nitro-phenyl)-4-methyl-[1,2,3]-triazole (Intermediate 22) (38.3 g, 0.173 mol) and SnCl2 2H2O (200 g, 0.886 mol) were reacted as described for Intermediate 27 to give the crude title compound as a off-white solid (31.9 g), which was used directly for the next reaction.

Sources & evidence

ORD record: ord-0d0248ec50214d13bce37fbc45e37923
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07473699B2

Reaction notes

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