Hydrochloric Acid → HCID 10016509, compound

HRID 620831Notes

Reaction equation

HRID 620831 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13]([CH3:22])=[C:14]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)[N:15]=2)=[C:7]([O:23][CH3:24])[CH:6]=1)(=O)C.Cl.C(=O)(O)[O-].[Na+]>>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13]([CH3:22])=[C:14]([C:16]3[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=3)[N:15]=2)=[C:7]([O:23][CH3:24])[CH:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 10064728HCID 10064728, compound

Product 1

HCID 10016509HCID 10016509, compoundYield 50.2%

Procedure

A solution of 2-(4-acetamido-2-methoxyphenyl)-5-methyl-4-(3-pyridyl)imidazole (0.55 g) in 1N-hydrochloric acid (25 ml) was refluxed for 5.5 hours, and cooled. After neutralized with aqueous sodium bicarbonate, the mixture was extracted with chloroform. The extract was dried over sodium sulfate, evaporated, and the residue was triturated with a mixture of methanol and diisopropyl ether to give 2-(4-amino-2-methoxyphenyl)-5-methyl-4-(3-pyridyl)imidazole (0.24 g).

Workup

  1. temperaturecooled
  2. extractionthe mixture was extracted with chloroform
  3. dry with materialThe extract was dried over sodium sulfate
  4. customevaporated
  5. customthe residue was triturated with a mixture of methanol and diisopropyl ether

Sources & evidence

ORD record
ord-36ce385b02724e40bf86e74cc7a98de2
Source dataset
uspto-grants-1989_04
Patent number
US04822805

Reaction notes

Loading…