Methyl iodide → HCID 178503389, compound

HRID 1905933Notes

Reaction equation

HRID 1905933 reaction equation
[SH:1][C:2]1[NH:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)[N:6]=1.[Na].I[CH3:18]>C(O)C>[CH3:18][S:1][C:2]1[NH:3][CH:4]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=2)[N:6]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 5360545SodiumHCID 178526527HCID 178526527, compound

Product 1

HCID 178503389HCID 178503389, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2-Mercapto-4-(4-nitro-phenyl)-1H-imidazole (21.1 g) was added in portions to a solution of sodium (2.3 g) in ethanol (190 ml). After 15 minutes of stirring, a solution of iodomethane (14.2 g) in ethanol (50 ml) was added dropwise. After an additional 2 hours of stirring at room temperature, the solution was evaporated to dryness. The residual solid was treated with water, filtered off and dried to give 18.1 g of the title compound.

Workup

  1. stirringAfter an additional 2 hours of stirring at room temperature
  2. customthe solution was evaporated to dryness
  3. additionThe residual solid was treated with water
  4. filtrationfiltered off
  5. customdried

Sources & evidence

ORD record
ord-bfadcd7d226e47d096f465ee0e590364
Source dataset
uspto-grants-1987_03
Patent number
US04649150

Reaction notes

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