Hydrochloric Acid → HCID 18518311, compound

HRID 1369198Notes

Reaction equation

HRID 1369198 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N:3]=1.C(OO)(=[O:11])C.Cl>CC(O)=O>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][N+:3]=1[O-:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6585Peracetic AcidHCID 772482-Chloro-4-methylpyridine

Product 1

HCID 18518311HCID 18518311, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 2-chloro-4-methylpyridine (10.0 g, 78.3 mmole) and 34% peracetic acid (76.05 g, 91.0 mmole) in glacial AcOH (10 mL) was heated at 70° C. for 3 hr. The reaction mixture was cooled, conc. HCl (35 mL) was added, and the mixture was concentrated on the rotavap. Recrystallization from n-butanol followed by trituration with ether gave the title compound (7.16 g, 51%) as a white solid: MS (ES) m/e 143.9 (M+H)+.

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationthe mixture was concentrated on the rotavap
  3. customRecrystallization from n-butanol

Sources & evidence

ORD record
ord-952c70811f4447e38fbd608ad28449a5
Source dataset
uspto-grants-2003_06
Patent number
US06576643B2

Reaction notes

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