Water → HCID 13669707, compound

HRID 1982400Notes

Reaction equation

HRID 1982400 reaction equation
Br.Br[CH2:3][CH:4]1[O:23][C:7]2[N:8]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:9]3[C:14]([C:15](=[O:16])[C:6]=2[CH2:5]1)=[CH:13][CH:12]=[CH:11][N:10]=3.[OH2:24]>CO.[OH-].[Na+]>[OH:24][CH2:3][CH:4]1[O:16][C:15]2[C:14]3[CH:13]=[CH:12][CH:11]=[N:10][C:9]=3[N:8]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:7](=[O:23])[C:6]=2[CH2:5]1

Participants

5

Reactant 2

HCID 962WaterHCID 13669706HCID 13669706, compound

Product 1

HCID 13669707HCID 13669707, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 15.0 g. of 2-(bromomethyl)-3,9-dihydro-9-phenyl-furo(2,3-b)-1,8-naphthyridin-4(2H)-one hydrobromide in 200 ml of methanol, 160 ml of 1.0N sodium hydroxide solution and 150 ml. of water is stirred and refluxed on a steam bath for 21 hours. The reaction is concentrated to a volume of 200 ml in vacuo and the solid filtered and washed with water. Recrystallization of the crude solid from methanol yields the title compound, m.p. 267°-268°.

Workup

  1. temperaturerefluxed on a steam bath for 21 hours
  2. concentrationThe reaction is concentrated to a volume of 200 ml in vacuo
  3. filtrationthe solid filtered
  4. washwashed with water
  5. customRecrystallization of the crude solid from methanol

Sources & evidence

ORD record
ord-a1e96c215fa1452cb21e381b0db94fcb
Source dataset
uspto-grants-1986_06
Patent number
US04596809

Reaction notes

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