Water → 2-{[(2,5-Dimethylphenyl)methyl]sulfanyl}-4-methyl-1-oxo-1lambda~5~-pyridine

HRID 1829736Notes

Reaction equation

HRID 1829736 reaction equation
Cl.Br[C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][N:4]=1.[CH3:10][C:11]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:12]=1[CH2:13][SH:14].[OH-:20].[Na+].O>CN(C=O)C>[CH3:10][C:11]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:12]=1[CH2:13][S:14][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][N+:4]=1[O-:20]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 13178736HCID 13178736, compoundHCID 22054769HCID 22054769, compound

Product 1

HCID 131787432-{[(2,5-Dimethylphenyl)methyl]sulfanyl}-4-methyl-1-oxo-1lambda~5~-pyridine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1.34 g (0.006 mole) of 2-bromo-4-methylpyridine hydrochloride, 1.06 g (0.007 mole) of 2,5-dimethylbenzylmercaptan and 0.56 g (0.014 mole) of powdered sodium hydroxide were stirred together at room temperature in 15 ml of DMF for 15 minutes. The reaction mixture was poured into water and the precipitate filtered off and washed with water. Yield 1.47 g or 95%.

Workup

  1. filtrationthe precipitate filtered off
  2. washwashed with water

Sources & evidence

ORD record
ord-116b2f9ab2214a5a8325ddd374316fb8
Source dataset
uspto-grants-2006_06
Patent number
US07064139B2

Reaction notes

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