Hydrogen Bromide → 6-Chloro-7-hydroxy-3,4-dihydrocarbostyril

HRID 1979762Notes

Reaction equation

HRID 1979762 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12]C)[NH:8][C:7](=[O:14])[CH2:6][CH2:5]2.Br>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[NH:8][C:7](=[O:14])[CH2:6][CH2:5]2

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 128994196-Chloro-7-methoxy-3,4-dihydrocarbostyril

Product 1

HCID 128994206-Chloro-7-hydroxy-3,4-dihydrocarbostyril

Procedure

30 Grams of thus obtained 6-chloro-7-methoxy-3,4-dihydrocarbostyril was dispersed in 300 ml of 47% aqueous solution of hydrobromic acid and heated under refluxing condition for 4 hours. After the reaction mixture was cooled, the insoluble matters formed were obtained by filtration, washed with water, dried and recrystallized from methanol-chloroform. 25 Grams of 6-chloro-7-hydroxy-3,4-dihydrocarbostyril having the melting point of 264°-266° C. was obtained as in the form of colorless needle-like crystals.

Workup

  1. temperatureheated
  2. temperatureunder refluxing condition for 4 hours
  3. temperatureAfter the reaction mixture was cooled
  4. customthe insoluble matters formed
  5. customwere obtained by filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallized from methanol-chloroform

Sources & evidence

ORD record
ord-3d3f8b4c400d44f6a2821422cf88f71b
Source dataset
uspto-grants-1984_11
Patent number
US04482560

Reaction notes

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