Water → HCID 13934588, compound

HRID 649557Notes

Reaction equation

HRID 649557 reaction equation
O[C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:4](=[O:18])[C:3]=1[CH2:19][CH:20]([OH:22])[CH3:21].O.C([O-])(=O)C.[Na+]>Br>[CH3:21][CH:20]1[O:22][C:2]2[C:11]3[CH:10]=[CH:9][CH:8]=[N:7][C:6]=3[N:5]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:4](=[O:18])[C:3]=2[CH2:19]1

Participants

5

Reactant 3

HCID 962WaterHCID 517045Sodium AcetateHCID 547178214-Hydroxy-3-(2-hydroxypropyl)-1-phenyl-1,8-naphthyridin-2(1H)-one

Product 1

HCID 13934588HCID 13934588, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
90 °C

Procedure

A solution of 4-hydroxy-3-(2-hydroxypropyl)-1-phenyl-1,8-naphthyridin-2(1H)-one (8.9 g; 0.03 mole) in 47% HBr (90 ml.) was stirred in an atmosphere of nitrogen. The solution was heated to 90° C. for 41/2 hrs. then was allowed to cool, poured into water and was adjusted to pH 4.5 with sodium acetate. The product was filtered off, washed with water, dried in air and recrystallized from CHCl3 /isopropanol to yield the product, m.p. 223°-224° C.

Workup

  1. temperatureto cool
  2. filtrationThe product was filtered off
  3. washwashed with water
  4. customdried in air
  5. customrecrystallized from CHCl3 /isopropanol
  6. customto yield the product, m.p. 223°-224° C.

Sources & evidence

ORD record
ord-7468e3b6ebf84fa79b24332bf14553fe
Source dataset
uspto-grants-1988_04
Patent number
US04740511

Reaction notes

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