Sodium Hydroxide → 2-[[[3-Methyl-2-[(4-pyridinylthio)methyl]-4-pyridinyl]thiopropyl]thio]-1H-benzimidazole

HRID 1275566Notes

Reaction equation

HRID 1275566 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].[SH:21][C:22]1[NH:23][C:24]2[CH:30]=[CH:29][CH:28]=[CH:27][C:25]=2[N:26]=1.[OH-].[Na+]>>[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:21][C:22]1[NH:26][C:25]2[CH:27]=[CH:28][CH:29]=[CH:30][C:24]=2[N:23]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 221173024-(3-Chloropropylthio)-3-methyl-2-[(4-pyridinylthio)methyl]pyridineHCID 178527775HCID 178527775, compound

Product 1

HCID 536458032-[[[3-Methyl-2-[(4-pyridinylthio)methyl]-4-pyridinyl]thiopropyl]thio]-1H-benzimidazoleYield 83%

Procedure

According to the procedure indicated in Example 5, reaction of 4-(3-chloropropylthio)-3-methyl-2-[(4-pyridinylthio)methyl]pyridine with 2-mercaptobenzimidazole in the presence of sodium hydroxide solution gives, after crystallization from dichloromethane/diisopropyl ether, the title compound; m.p. 128-129° C.; yield 83% of theory.

Workup

  1. customgives
  2. customafter crystallization from dichloromethane/diisopropyl ether

Sources & evidence

ORD record
ord-b4abc813bf104b4f9d47ab669b7cdf86
Source dataset
uspto-grants-2000_12
Patent number
US06162809

Reaction notes

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