Hydrogen Peroxide → HCID 178507593, compound

HRID 1898314Notes

Reaction equation

HRID 1898314 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.[OH:9]O>C(O)(=O)C>[NH2:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N+:6]=1[O-:9]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 661742-Amino-5-chloropyridine

Product 1

HCID 178507593HCID 178507593, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 5-chloropyridin-2-amine (0.500 g, 3.90 mmol) in acetic acid (2.0 mL) was added 50% hydrogen peroxide (2.0 mL). The reaction mass was refluxed for 24 h. The excess of solvent was removed under vacuum to afford 0.450 g of the desired product. 1HNMR (DMSO-d6): δ 6.79 (d, J=8.7 Hz, 1H), 6.93 (s, 2H), 7.21 (d, J=8.7 Hz, 1H), 8.25 (s, 1H); MS [M+H]+: 145.23.

Workup

  1. temperatureThe reaction mass was refluxed for 24 h
  2. customThe excess of solvent was removed under vacuum

Sources & evidence

ORD record
ord-b0d0c3540e9541b980dfc0690395f234
Source dataset
uspto-grants-2013_08
Patent number
US08519149B2

Reaction notes

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