2-Methylpyridine 1-oxide → HCID 20344645, compound

HRID 2049176Notes

Reaction equation

HRID 2049176 reaction equation
C1(C)C=CC(S([O:10][CH2:11][CH2:12][CH2:13][N:14]([CH3:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=O)=O)=CC=1.[N+:23]1([O-])[C:24]([CH3:29])=[CH:25][CH:26]=[CH:27][CH:28]=1.[Cl:31]([O-:35])(=[O:34])(=[O:33])=[O:32].[Na+]>CO.O>[Cl:31]([O-:35])(=[O:34])(=[O:33])=[O:32].[CH3:21][N:14]([CH2:13][CH2:12][CH2:11][O:10][N+:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH3:29])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

6

Reactant 3

HCID 136022-Methylpyridine 1-oxideHCID 522606Sodium PerchlorateHCID 20344647HCID 20344647, compound

Product 1

HCID 20344645HCID 20344645, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

3-(N-Methylanilino)propyl p-toluenesulfonate (21.2 g, 0.0665 mole) and 2-picoline-N-oxide (7.3 g, 0.0665 mole) were heated together on a steam bath for 1/2 hour. The mixture was allowed to cool, then dissolved in methanol (50 ml). A solution of sodium perchlorate (9.3 g, 0.076 mole) in water (12 ml) was added and the mixture chilled. The solid which separated was collected and washed with a little 90% methanol, then with ether. The yield was 14.3 g (60%), m.p. 111°-113° C.

Workup

  1. temperatureto cool
  2. temperaturethe mixture chilled
  3. customThe solid which separated
  4. customwas collected
  5. washwashed with a little 90% methanol

Sources & evidence

ORD record
ord-2a19cc6cbb0841d4a52e2501bc43728e
Source dataset
uspto-grants-1980_04
Patent number
US04197080

Reaction notes

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