Water → HCID 20377967, compound

HRID 2051706Notes

Reaction equation

HRID 2051706 reaction equation
[CH:1]([N:14]1[C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][N:16]=[C:15]1[SH:23])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[OH-].[Na+].[CH3:27]I>C(Cl)Cl.CO>[CH:1]([N:14]1[C:18]([C:19]([O:21][CH3:22])=[O:20])=[CH:17][N:16]=[C:15]1[S:23][CH3:27])([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 178498869HCID 178498869, compound

Product 1

HCID 20377967HCID 20377967, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

3.2 g (0.01 mol) of 1-benzhydryl-2-mercapto-5-methoxycarbonyl-imidazole (Example 1a) were introduced into a mixture of 30 cc of water, 15 cc of methanol, 15 cc of methylene chloride, 10 cc of 2 N sodium hydroxide solution and 1.3 cc of methyl iodide. Stirring was continued for 30 minutes. During this time the temperature of the reaction mixture rose to 39° C. After cooling, 3 g (90% of the theory) of 1-benzhydryl-5-methoxycarbonyl-2-methylthio-imidazole, m.p. 118° C. were isolated from the organic phase.

Workup

  1. customrose to 39° C
  2. temperatureAfter cooling

Sources & evidence

ORD record
ord-0601f35707ce4503a7c714624cbd78f8
Source dataset
uspto-grants-1980_01
Patent number
US04182624

Reaction notes

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