Methyl iodide → HCID 178488729, compound

HRID 261117Notes

Reaction equation

HRID 261117 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][N:12]3[CH:17]=2)=[CH:5][CH:4]=1.[CH3:18][I:19]>C(#N)C>[I-:19].[CH3:18][N+:10]1[C:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[CH:17][N:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=12

Participants

4

Reactant 2

HCID 6328Methyl iodide2×HCID 6949632-(4-Methoxyphenyl)imidazo[1,2-a]pyridine

Product 1

HCID 178488729HCID 178488729, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 2.23 g. of 2-(4-methoxyphenyl)imidazo[1,2-a]pyridine in 50 ml. of acetonitrile is added 2.84 g. of methyl iodide, and the resulting reaction mixture refluxed for 3 hrs. Additional methyl iodide (2 ml.) is added and reflux continued for one hour. The solids which precipitate on cooling are filtered and partially dissolved in boiling isopropanol and filtered. The isopropanol filtrate is cooled and treated with diethyl ether. The crystallized product is filtered and dried to give 1.03 g., m.p. 194°-196° C.

Workup

  1. temperaturerefluxed for 3 hrs
  2. temperaturereflux
  3. customThe solids which precipitate
  4. temperatureon cooling
  5. filtrationare filtered
  6. dissolutionpartially dissolved
  7. filtrationfiltered
  8. temperatureThe isopropanol filtrate is cooled
  9. additiontreated with diethyl ether
  10. filtrationThe crystallized product is filtered
  11. customdried
  12. customto give 1.03 g

Sources & evidence

ORD record
ord-7a9e546be0a34ccbb413aeee006015b1
Source dataset
uspto-grants-1979_08
Patent number
US04163745

Reaction notes

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