Thionyl Chloride → HCID 19351525, compound

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][N:9]1[C:13]([CH2:14]O)=[CH:12][N:11]=[C:10]1[S:16][CH2:17][CH2:18][CH3:19].S(Cl)([Cl:22])=O>>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][N:9]1[C:13]([CH2:14][Cl:22])=[CH:12][N:11]=[C:10]1[S:16][CH2:17][CH2:18][CH3:19]

Participants

Reactant 2

HCID 24386Thionyl Chloride

HCID 152809451-(2-chlorophenyl)methyl-5-hydroxymethyl-2-propylthio-1H-imidazole

Product 1

HCID 19351525HCID 19351525, compoundYield 94%

Procedure

A mixture of 1-(2-chlorophenyl)methyl-5-hydroxymethyl-2-propylthio-1H-imidazole (0.117 g, 0.393 mmol) in thionyl chloride (1 mL) was refluxed for 2 hours, evaporated in vacuo to an amorphous solid and triturated with ether to provide 1-(2-chlorophenyl)methyl-5-chloromethyl-2-propylthio-1H-imidazole hydrochloride (0.13 g, 94%).

Workup

temperaturewas refluxed for 2 hours
customevaporated in vacuo to an amorphous solid
customtriturated with ether

Sources & evidence

ORD record: ord-d385dd307fa840f4aa2ece2221ee61c6
Source dataset: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05387601

Reaction notes

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