Ammonium Hydroxide → HCID 22473556, compound

HRID 2183975Notes

Reaction equation

HRID 2183975 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[C:11]1[CH:16]=[N:15][CH:14]=[CH:13][N:12]=1.[Sn](Cl)Cl.[OH-].[NH4+]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[C:11]1[CH:16]=[N:15][CH:14]=[CH:13][N:12]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24479Stannous ChlorideHCID 22473534HCID 22473534, compound

Product 1

HCID 22473556HCID 22473556, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(2-fluoro-5-nitrophenyl)pyrazine (0.72 g, 3.3 mmol) in ethanol (20 ml) was added tin(II) chloride (2.8 g) and the mixture stirred for 3 h at ambient temperature. 25% Ammonium hydroxide (25 ml) was added and the mixture evaporated to dryness. The residual solid was boiled with ethyl acetate, and filtered whilst hot. The filtrate was evaporated at reduced pressure to give 4-fluoro-3-(pyrazin-2-yl)phenylamine: δH (400 MHz, CDCl3) 9.09 (1H, dd, J 2 and 1.5), 8.66 (1H, m), 8.51 (1H, d, J 2), 7.31 (1H, dd, J 6 and 3), 7.02 (1H, dd, J 11 and 9), 6.74 (1H, m), 3.60 (2H, br).

Workup

  1. customthe mixture evaporated to dryness
  2. filtrationfiltered whilst hot
  3. customThe filtrate was evaporated at reduced pressure

Sources & evidence

ORD record
ord-73595469bfcb4f55b87fbfeef7ff4701
Source dataset
uspto-grants-2005_05
Patent number
US06900215B2

Reaction notes

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