Hydrochloric Acid → HCID 54119335, compound

HRID 728190Notes

Reaction equation

HRID 728190 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[N:14]=[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][N:16]3[C:23]=2[CH3:24])=[CH:7][C:6]=1[N+:25]([O-:27])=[O:26])(=O)C.Cl>C(O)C>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[CH:12][C:13]2[N:14]=[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][N:16]3[C:23]=2[CH3:24])=[CH:7][C:6]=1[N+:25]([O-:27])=[O:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53836563HCID 53836563, compound

Product 1

HCID 54119335HCID 54119335, compoundYield 105%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-[2-(4-acetamido-3-nitrophenyl)vinyl]-7-methoxy-3-methylimidazo[1,2-a]pyridine (8.2 g) in ethanol (80 ml) and 6N-hydrochloric acid (80 ml) was refluxed for 4 hours and the mixture was cooled to ambient temperature. The isolated precipitate was collected by filtration. To a precipitate was added water, and a mixture was adjusted to pH 8 with saturated aqueous potassium carbonate. The precipitate was collected by filtration and dried to give 2-[2-(4-amino-3-nitrophenyl)vinyl]-7-methoxy-3-methylimidazo[1,2-a]pyridine (7.62 g).

Workup

  1. temperaturewas refluxed for 4 hours
  2. filtrationThe isolated precipitate was collected by filtration
  3. additionTo a precipitate was added water
  4. filtrationThe precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-40bd69cbfbd94e6393551adf97f883d0
Source dataset
uspto-grants-1991_09
Patent number
US05047411

Reaction notes

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