Water → HCID 13934584, compound

HRID 2118682Notes

Reaction equation

HRID 2118682 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][N:17]=3)[C:12]([OH:19])=[C:11]([CH2:20][CH:21](O)[CH3:22])[C:10]2=[O:24])[CH:5]=[CH:6][C:7]=1[Cl:8].O.C([O-])(O)=O.[Na+]>CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][N:17]=3)[C:12](=[O:19])[C:11]3[CH2:20][CH:21]([CH3:22])[O:24][C:10]2=3)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 547178231-(3,4-dichlorophenyl)-4-hydroxy-3-(2-hydroxypropyl)-1,8-naphthyridin-2(1H)-one

Product 1

HCID 13934584HCID 13934584, compound

Reagents, catalysts & solvents 1

HCID 86584057Phosphorus Pentoxide-Methanesulfonic AcidSolvent

Procedure

A solution of 1-(3,4-dichlorophenyl)-4-hydroxy-3-(2-hydroxypropyl)-1,8-naphthyridin-2(1H)-one (5 g.) in Eaton's Reagent (10% P2O5 in methanesulfonic acid; 100 ml.), under an atmosphere of nitrogen, was heated at 70° C. for 2 hr. The mixture was cooled and poured into water. The pH was adjusted to 7 with NaHCO3. The product was filtered off, washed with water, dried in air, and recrystallized from isopropanol/charcoal to yield the product, m.p. 218-220.5° C.

Workup

  1. temperatureThe mixture was cooled
  2. filtrationThe product was filtered off
  3. washwashed with water
  4. customdried in air
  5. customrecrystallized from isopropanol/charcoal
  6. customto yield the product, m.p. 218-220.5° C.

Sources & evidence

ORD record
ord-ca4c5407294c4ae699b791d66402a418
Source dataset
uspto-grants-1987_07
Patent number
US04680297

Reaction notes

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