Hydrogen Bromide → HCID 13156070, compound

HRID 616716Notes

Reaction equation

HRID 616716 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[C:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=[CH:13][N:12]3[CH:21]=2)[CH:6]=[CH:7][CH:8]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[C:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=[CH:13][N:12]3[CH:21]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 1315606561001-03-4

Product 1

HCID 13156070HCID 13156070, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2-(3-Methoxyphenyl)imidazo[2,1-a]isoquinoline (11 g.) is refluxed for four hours in a mixture of 100 ml. of acetic acid and 100 ml. of 48 percent hydrobromic acid. The reaction mixture is evaporated to dryness and the residue is taken up with 200 ml. of water and 20 ml. of 30 percent sodium hydroxide. After filtration, the filtered solution is extracted with dichloromethane and the aqueous phase is neutralized with dilute hydrochloric acid. The resulting solid precipitate is collected by filtration and crystallized from dichloromethane. Yield 9 g. of the title product which melts at 201°-2° C.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. filtrationAfter filtration
  3. extractionthe filtered solution is extracted with dichloromethane
  4. filtrationThe resulting solid precipitate is collected by filtration
  5. customcrystallized from dichloromethane

Sources & evidence

ORD record
ord-66cbb39fbcf5412d973a852875243697
Source dataset
uspto-grants-1978_02
Patent number
US04075342

Reaction notes

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