Dimethyl Disulfide → HCID 13228938, compound

HRID 1380552Notes

Reaction equation

HRID 1380552 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].CSSC.[Cl:9][C:10]1[N:11]=[C:12]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:13]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([O:26]C)=[C:22]([CH3:28])[CH:21]=2)[C:14]=1[CH2:15][C:16]([OH:18])=[O:17]>ClCCl>[Cl:9][C:10]1[N:11]=[C:12]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:13]([CH2:19][C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[C:22]([CH3:28])[CH:21]=2)[C:14]=1[CH2:15][C:16]([OH:18])=[O:17]

Participants

5

Reactant 3

HCID 12232Dimethyl DisulfideHCID 6451240Aluminum(III) ChlorideHCID 12822158HCID 12822158, compound

Product 1

HCID 13228938HCID 13228938, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Aluminum chloride (1.2 g) and 0.8 ml of dimethyl disulfide were dissolved in 20 ml of dichloromethane, then 1.1 g of 4-chloro-1-(4-methoxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid was added, and the mixture was stirred at room temperature. During this procedure, the material dissolved once and then a precipitate separated out. After the mixture was allowed to stand at room temperature for 3 hours, the supernatant was discarded and the precipitate was further treated in accordance with the procedure of Example 8 to give 0.8 g of 4-chloro-1-(4-hydroxy-3-methylbenzyl)-2-phenylimidazole-5-acetic acid as colorless scales, m.p. 190°-192° C. (decompn.).

Workup

  1. dissolutionDuring this procedure, the material dissolved once
  2. customa precipitate separated out
  3. additionthe precipitate was further treated in accordance with the procedure of Example 8

Sources & evidence

ORD record
ord-1b9e6c8b9e5c4efbaebeeb7369e1ba71
Source dataset
uspto-grants-1986_04
Patent number
US04582847

Reaction notes

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