Stannous chloride dihydrate → HCID 22997602, compound

HRID 1166240Notes

Reaction equation

HRID 1166240 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([NH2:10])[CH:3]=1.[N:11]([O-])=O.[Na+].O.O.Cl[Sn]Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[C:4]([NH:10][NH2:11])[CH:3]=1

Participants

4

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 2231055-Fluoro-2-methoxyanilineHCID 23668193Sodium Nitrite

Product 1

HCID 22997602HCID 22997602, compoundYield 31.4%

Procedure

The title compound was prepared by the general procedure described above for Preparations 2a-i using 4-fluoro-2-aminoanisole (14.11 g), NaNO2 (7.59 g) and SnCl2.2H2O (49.64 g). Workup gave 4.9 g (31%) of (5-fluoro-2-methoxyphenyl)hydrazine. MS (M−H)+: 157.00; 1H NMR (300 MHz, CDCl3) δ6.71 (1H, dd, J=10.5, 3.0 Hz), 6.32 (1H, dd, J=7.5, 4.9 Hz), 6.38 (1H, dt, J=8.4, 3.0 Hz), 3.78 (3H, s).

Workup

  1. customThe title compound was prepared by the general procedure

Sources & evidence

ORD record
ord-1e1b943ae6354d43a76324dfe7a81a68
Source dataset
uspto-grants-2003_09
Patent number
US06613786B2

Reaction notes

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