Imidazole → HCID 131710636, compound

HRID 435878Notes

Reaction equation

HRID 435878 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.CN(C)C=O.[H-].[Na+].[Cl:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[CH:25][C:24]=1[Cl:30]>C(Cl)Cl>[ClH:13].[Cl:30][C:24]1[CH:25]=[C:26]([Cl:29])[CH:27]=[CH:28][C:23]=1[CH2:22][S:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[CH2:14][C:2]1[NH:1][CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 795ImidazoleHCID 6228DimethylformamideHCID 24758Sodium hydrideHCID 125079062,4-Dichloro-1-({[2-(chloromethyl)phenyl]sulfanyl}methyl)benzene

Product 1

HCID 131710636HCID 131710636, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.72 g. of imidazole in 50 ml. of dimethylformamide is combined with 1.2 g. of sodium hydride suspension (80% strength). After allowing the mixture to stand at room temperature for 1.5 hours, 12.7 g. of (2-chloromethylphenyl)-(2,4-dichlorobenzyl)-sulfide is added thereto (prepared analogously to J. Org. Chem. 30 [1965] 4074), and the mixture is agitated for 20 hours at room temperature. After working up the mixture as indicated in Example 2, 12.5 g. of (2,4-dichlorobenzyl)-[2-(1-imidazolylmethyl)-phenyl]-sulfide, hydrochloride, is obtained by recrystallization from methylene chloride, m.p. 171°-175°.

Workup

  1. custom(prepared analogously to J

Sources & evidence

ORD record
ord-0439ff6ccae44d45b3010e115fafbfc9
Source dataset
uspto-grants-1977_02
Patent number
US04006243

Reaction notes

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