2-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride → 4-(2-Furylmethylthio)-3-methyl-2-[(2-pyridinylthio)methyl]pyridine

HRID 1275556Notes

Reaction equation

HRID 1275556 reaction equation
Cl.Cl[CH2:3][C:4]1[C:9]([CH3:10])=[C:8]([S:11][CH2:12][C:13]2[O:14][CH:15]=[CH:16][CH:17]=2)[CH:7]=[CH:6][N:5]=1.[SH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1>C(O)C.[OH-].[Na+]>[O:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[CH2:12][S:11][C:8]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:3][S:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=2)[C:9]=1[CH3:10]

Participants

5

Reactant 2

HCID 224607712-Chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochlorideHCID 178418616HCID 178418616, compound

Product 1

HCID 221173204-(2-Furylmethylthio)-3-methyl-2-[(2-pyridinylthio)methyl]pyridine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
55 °C

Procedure

One equivalent (2.92 g) of 2-chloromethyl-4-(2-furylmethylthio)-3-methylpyridine hydrochloride (dissolved in 10 ml of water) is added dropwise at 40° C. in the course of 20 min. to a solution of 2-mercaptopyridine (1.12 g/10 mmol) in 40 ml of ethanol and 21 ml of 1 N sodium hydroxide solution. The mixture is then stirred for 2-3 h at 50-60° C. and for a further 3-4 h at RT.

Sources & evidence

ORD record
ord-ba1960d53d6e4bf4984a54cfa98cf82d
Source dataset
uspto-grants-2000_12
Patent number
US06162809

Reaction notes

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