Stannous Chloride → HCID 22329564, compound

HRID 586317Notes

Reaction equation

HRID 586317 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.[Sn](Cl)Cl>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 22329568HCID 22329568, compound

Product 1

HCID 22329564HCID 22329564, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-(2-Fluoro-5-nitrophenyl)-1H-imidazole (300 mg, 1.45 mmol) was reduced as described in Example 37, step b, using tin(II) chloride (1.14 g, 6.0 mmol) in ethanol (10 ml) to yield the title compound (158 mg, 62%): 1H NMR (360 MHz, CDCl3) δ 7.81 (1H, s), 7.22 (1H, s), 7.18 (1H, s), 7.02 (1H, dd, J 10.2, 8.8 Hz), 6.68-6.54 (2H, m); MS (ES+) m/z 178 [M+H]+.

Sources & evidence

ORD record
ord-81d819241a8746538267d90c28f9537a
Source dataset
uspto-grants-2005_08
Patent number
US06936608B2

Reaction notes

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