Hydrogen Bromide → HCID 21523378, compound

HRID 918191Notes

Reaction equation

HRID 918191 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18]C)=[CH:15][CH:16]=2)[C:11](=[O:20])[N:10]2[CH2:21][CH2:22][N:23]=[C:9]12)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br>>[CH2:1]([N:8]1[C:17]2[C:12](=[CH:13][C:14]([OH:18])=[CH:15][CH:16]=2)[C:11](=[O:20])[N:10]2[CH2:21][CH2:22][N:23]=[C:9]12)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 12223332HCID 12223332, compound

Product 1

HCID 21523378HCID 21523378, compound

Procedure

One gram of 10-benzyl-7-methoxy-2,3-dihydro-imidazo[2,1-b]quinazolin-5(10H)-one is added slowing to 10 ml. of 48% hydrobromic acid and the resulting mixture refluxed with stirring for 2 hours. The resulting mixture is cooled and the precipitated material filtered off and dissolved in 1N. sodium hydroxide. The resulting solution is washed twice with methylene chloride and slowly acidified to about pH6 with 2N hydrochloric acid to form a crystalline material which is filtered off, washed with water, dried by suction and dissolved in chloroform and a minor amount of methanol, treated with charcoal and concentrated on a steam bath to crystallize 10-benzyl-7-hydroxy-2,3-dihydro-imidazo[2,1-b]quinazolin-5(10H)-one, m.p. 225°-227°C.

Workup

  1. temperatureThe resulting mixture is cooled
  2. filtrationthe precipitated material filtered off
  3. dissolutiondissolved in 1N
  4. washThe resulting solution is washed twice with methylene chloride
  5. customto form a crystalline material which
  6. filtrationis filtered off
  7. washwashed with water
  8. customdried by suction
  9. dissolutiondissolved in chloroform
  10. additiona minor amount of methanol, treated with charcoal
  11. concentrationconcentrated on a steam bath
  12. customto crystallize 10-benzyl-7-hydroxy-2,3-dihydro-imidazo[2,1-b]quinazolin-5(10H)-one, m.p. 225°-227°C.

Sources & evidence

ORD record
ord-4f5ce5218015416ea35403a690df5d8b
Source dataset
uspto-grants-1976_07
Patent number
US03969506

Reaction notes

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