Methyl iodide → HCID 13309911, compound

HRID 325456Notes

Reaction equation

HRID 325456 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([SH:25])[N:9]2[C:18]3[C:13](=[CH:14][C:15]([C:19]([F:22])([F:21])[F:20])=[CH:16][CH:17]=3)[N:12]([CH3:23])[C:11](=[O:24])[C:10]=12)=[O:5])[CH3:2].CI.[CH2:28](N(CC)CC)C>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([S:25][CH3:28])[N:9]2[C:18]3[C:13](=[CH:14][C:15]([C:19]([F:22])([F:20])[F:21])=[CH:16][CH:17]=3)[N:12]([CH3:23])[C:11](=[O:24])[C:10]=12)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 178470332HCID 178470332, compound

Product 1

HCID 13309911HCID 13309911, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-mercapto-5-methyl-4-oxo-7-trifluoromethyl-4,5-dihydroimidazo[1,5-a]quinoxaline 3-carboxylic acid ethyl ester (0.2 g) in dichloromethane was added methyliodide (0.15 g) and triethylamine (0.1 g) with stirring. The mixture was refluxed on a steam bath for one hour, then cooled and washed with water. After drying, the organic phase was evaporated under water aspirator vacuum to give the product as a white solid (0.1 g, 49% yield). Recrystallized from acetonitrile, m.p. 202°-204° C.

Workup

  1. temperatureThe mixture was refluxed on a steam bath for one hour
  2. temperaturecooled
  3. washwashed with water
  4. customAfter drying
  5. customthe organic phase was evaporated under water

Sources & evidence

ORD record
ord-dc307563cccb4b4499fda80e148df1af
Source dataset
uspto-grants-1984_04
Patent number
US04440929

Reaction notes

Loading…