Iodoethane → HCID 19376810, compound

HRID 2211293Notes

Reaction equation

HRID 2211293 reaction equation
[SH:1][C:2]1[NH:3][C:4]2[C:5](=[C:7]([C:16]([O:18][CH3:19])=[O:17])[S:8][C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=1.[CH2:20](I)[CH3:21].[OH-].[Na+]>CO>[CH2:20]([S:1][C:2]1[NH:3][C:4]2[C:5](=[C:7]([C:16]([O:18][CH3:19])=[O:17])[S:8][C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:6]=1)[CH3:21]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 14798Sodium HydroxideHCID 178499261HCID 178499261, compound

Product 1

HCID 19376810HCID 19376810, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 2-mercapto-4-phenylthieno[3,4-d]imidazole-6-carboxylate (1.7 g), ethyl iodide and 2N NaOH (3 ml) in methanol (30 ml) was stirred at room temperature for 6.5 hr. The reaction solution was concentrated to dryness and the residue was triturated with H2O to give a crystalline product. Recrystallization from MeOH-EtoAc to give pale yellow needles (1.3 g, 68%). m.p. 214°-215° C.

Workup

  1. concentrationThe reaction solution was concentrated to dryness
  2. customthe residue was triturated with H2O
  3. customto give a crystalline product
  4. customRecrystallization from MeOH-EtoAc

Sources & evidence

ORD record
ord-144e999bf1c5411e83df0115f359a196
Source dataset
uspto-grants-1995_10
Patent number
US05463073

Reaction notes

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