Water → HCID 23366165, compound

HRID 1080886Notes

Reaction equation

HRID 1080886 reaction equation
[Cl:1][C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([C:13](Cl)=[O:14])[CH:8]=2)[N:3]=1.[BH4-].[Na+].O>O1CCOCC1>[Cl:1][C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH2:13][OH:14])[CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 747146-Quinoxalinecarbonyl chloride, 2,3-dichloro-HCID 4311764Sodium borohydride

Product 1

HCID 23366165HCID 23366165, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a suspension of 25.3 g portion of 2,3-dichloroquinoxaline-6-carbonyl chloride synthesized in accordance with the procedure disclosed in JP-A 57-98274 in 400 ml of anhydrous 1,4-dioxane, was added 14.0 g of sodium borohydride, and the mixture was stirred at room temperature for 10 minutes in an atmosphere of nitrogen. With cooling on an ice bath, to this was added dropwise 100 ml of water. Thereafter, 1,4-dioxane was evaporated under a reduced pressure, and the resulting residue was purified by chromatography on a silica gel column (eluent, hexane/ethyl acetate) to obtain 8.75 g of 2,3-dichloro-6-hydroxymethylquinoxaline.

Workup

  1. customsynthesized in accordance with the procedure
  2. temperatureWith cooling on an ice bath
  3. customThereafter, 1,4-dioxane was evaporated under a reduced pressure
  4. customthe resulting residue was purified by chromatography on a silica gel column (eluent, hexane/ethyl acetate)

Sources & evidence

ORD record
ord-2d182e9289154a7cb188372a3fe947cd
Source dataset
uspto-grants-1996_12
Patent number
US05583227

Reaction notes

Loading…