2-Phenylethanethiol → 3-Methyl-4-(7-phenyl-1,5-dithiahept-1-yl)-2-[(4-pyridinylthio)methyl]pyridine

HRID 1275567Notes

Reaction equation

HRID 1275567 reaction equation
Cl[CH2:2][CH2:3][CH2:4][S:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([CH2:12][S:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[C:7]=1[CH3:20].[C:21]1([CH2:27][CH2:28][SH:29])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH3:20][C:7]1[C:8]([CH2:12][S:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[N:9][CH:10]=[CH:11][C:6]=1[S:5][CH2:4][CH2:3][CH2:2][S:29][CH2:28][CH2:27][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 781262-PhenylethanethiolHCID 221173024-(3-Chloropropylthio)-3-methyl-2-[(4-pyridinylthio)methyl]pyridine

Product 1

HCID 221173443-Methyl-4-(7-phenyl-1,5-dithiahept-1-yl)-2-[(4-pyridinylthio)methyl]pyridineYield 49%

Procedure

According to the procedure indicated in Example 5, reaction of 4-(3-chloropropylthio)-3-methyl-2-[(4-pyridinylthio)methyl]pyridine with 2-phenylethyl mercaptan gives, after silica gel chromatography and crystallization from diisopropyl ether, the title compound as a colorless powder; m.p. 48-50° C.; yield 49% of theory.

Workup

  1. customgives
  2. customafter silica gel chromatography and crystallization from diisopropyl ether

Sources & evidence

ORD record
ord-3e72a5f8d1bf4969ac6ff5b9a7e6005a
Source dataset
uspto-grants-2000_12
Patent number
US06162809

Reaction notes

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