Acetic Anhydride → 1-Acetyl-3-(3,4-methylenedioxyphenyl)-1,3-dihydroimidazo[4,5-b]pyridin-2-one

HRID 614340Notes

Reaction equation

HRID 614340 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([N:10]3[C:14]4=[N:15][CH:16]=[CH:17][CH:18]=[C:13]4[NH:12][C:11]3=[O:19])=[CH:4][C:3]=2[O:2]1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>>[C:20]([N:12]1[C:13]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[N:10]([C:5]2[CH:6]=[CH:7][C:8]3[O:9][CH2:1][O:2][C:3]=3[CH:4]=2)[C:11]1=[O:19])(=[O:22])[CH3:21]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 119617392H-Imidazo[4,5-b]pyridin-2-one, 3-(1,3-benzodioxol-5-yl)-1,3-dihydro-

Product 1

HCID 124455981-Acetyl-3-(3,4-methylenedioxyphenyl)-1,3-dihydroimidazo[4,5-b]pyridin-2-one

Procedure

A suspension of 500 mg. of 1,3-dihydro-3-(3,4-methylenedioxyphenyl)imidazo[4,5-b]pyridin-2-one in 15 ml. of acetic anhydride was heated on a steam bath overnight. The solution was evaporated in vacuo leaving a crystalline residue which was recrystallized from 20 ml. of benzene to give 1-acetyl-3-(3,4-methylenedioxyphenyl)-1,3-dihydroimidazo[4,5-b]pyridin-2-one, m.p. 211°-212° C.

Workup

  1. additionA suspension of 500 mg
  2. customThe solution was evaporated in vacuo
  3. customleaving a crystalline residue which
  4. customwas recrystallized from 20 ml

Sources & evidence

ORD record
ord-4d98e91611434efba340e7b5a46b028c
Source dataset
uspto-grants-1979_03
Patent number
US04144341

Reaction notes

Loading…