Hydrochloric Acid → HCID 70518592, compound

HRID 1649021Notes

Reaction equation

HRID 1649021 reaction equation
[C:1]([CH2:4][C:5]1[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[C:14]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]2[C:15]=1[CH:16]=[CH:17][C:18](=[O:26])[NH:19]2)(=[O:3])N.[OH-:27].[K+].Cl>O.C(O)C>[OH2:3].[C:1]([CH2:4][C:5]1[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[C:14]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]2[C:15]=1[CH:16]=[CH:17][C:18](=[O:26])[NH:19]2)([OH:3])=[O:27].[C:1]([CH2:4][C:5]1[N:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]2=[N:7][C:6]=1[C:14]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[C:20]2[C:15]=1[CH:16]=[CH:17][C:18](=[O:26])[NH:19]2)([OH:3])=[O:27]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 13260269HCID 13260269, compound

Product 1

HCID 70518592HCID 70518592, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

A mixture of 5-{3-carbamoylmethylimidazo-[1,2-a]pyridine-2-yl}-8-methoxycarbostyril (1.6 g), potassium hydroxide (2.6 g), water (3 ml) and ethanol (9 ml) was refluxed for 1 hour. After completion of reaction, water was added to the reaction mixture, which was then treated with activated carbon and adjusted to pH of about 1 by the addition of concentrated hydrochloric acid followed by allowing to stand overnight. Crystals which precipitated were collected by filtration and recrystallized from dilute hydrochloric acid to give 0.9 g of 5-{3-carboxymethylimidazo[1,2-a]pyridine-2-yl}-8-methoxycarbostyril hemihydrate.

Workup

  1. temperaturewas refluxed for 1 hour
  2. additionwas added to the reaction mixture, which
  3. additionwas then treated with activated carbon
  4. customCrystals which precipitated
  5. filtrationwere collected by filtration
  6. customrecrystallized from dilute hydrochloric acid

Sources & evidence

ORD record
ord-ece851fbb2d6469f9bbeb5c99b424a62
Source dataset
uspto-grants-1983_11
Patent number
US04414390

Reaction notes

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