Acetone → 1,3-dihydro-1-(3-iodopropyl)-3-methyl-2H-benzimidazol-2-one

HRID 971747

Reaction equation

HRID 971747 reaction equation
[O:1]1[C:6]2=[N:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:5]2[CH2:4]CC1.[I:14]C.[CH3:16][C:17](=O)[CH3:18]>>[I:14][CH2:16][CH2:17][CH2:18][N:7]1[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[N:5]([CH3:4])[C:6]1=[O:1]

Participants

4

Reactant 3

HCID 180AcetoneHCID 6328Methyl iodide2×HCID 110951143,4-dihydro-2H-[1,3]oxazino[3,2-a]benzimidazole

Product 1

HCID 219899771,3-dihydro-1-(3-iodopropyl)-3-methyl-2H-benzimidazol-2-one

Procedure

To a solution of 5.7 parts of 3,4-dihydro-2H-[1,3]oxazino-[3,2-a]benzimidazole in 80 parts of 2-propanone is added 5.7 parts of iodomethane and the whole is stirred and refluxed for 2 h, 50. Then there is added a second portion of 5.7 parts of iodomethane and the whole is further stirred and refluxed for 2 h, 50. The solvent is evaporated, yielding 1,3-dihydro-1-(3-iodopropyl)-3-methyl-2H-benzimidazol-2-one as an oily residue.

Workup

  1. temperaturerefluxed for 2 h
  2. stirringthe whole is further stirred
  3. temperaturerefluxed for 2 h
  4. customThe solvent is evaporated

Sources & evidence

ORD record
ord-8000430f9a404e64a975c61e91082cbd
Source dataset
uspto-grants-1979_07
Patent number
US04160836

Linked notes

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