Sodium Hydroxide → HCID 178516724, compound

HRID 2291102Notes

Reaction equation

HRID 2291102 reaction equation
O.NN.[Cl:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]([OH:15])[CH:9]=[N+:8]2[O-].[OH-].[Na+]>[Ni]>[Cl:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[C:10]([OH:15])[CH:9]=[N:8]2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 1785262836-Chloro-2-quinoxalinol-4-oxide

Product 1

HCID 178516724HCID 178516724, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst2×

Procedure

An aqueous Raney nickel paste (containing 0.5 g of metallic nickel) and 5.0 g of a 80% aqueous hydrazine hydrate solution were added dropwise to 200 g of an aqueous solution containing 19.7 g of 6-chloro-2-quinoxalinol-4-oxide and 8 g of sodium hydroxide at 40° to 50° C., and the resulting mixture was stirred at 40° to 70° C. for 5 hr, whereby the reducing reaction was terminated. The catalyst was then recovered by filtration, and 35% hydrochloric acid was added dropwise to the filtrate at 50° to 60° C. to adjust the pH to 4. The precipitated crystal was collected by filtration, washed with water and dried to give 16.2 g (yield 90%) of 6-chloro-2-quinoxalinol with melting point of not lower than 300° C.

Workup

  1. customwhereby the reducing reaction
  2. customwas terminated
  3. filtrationThe catalyst was then recovered by filtration, and 35% hydrochloric acid
  4. additionwas added dropwise to the filtrate at 50° to 60° C.
  5. filtrationThe precipitated crystal was collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-2b2b610c4e414d08b375c0b2cd0e3001
Source dataset
uspto-grants-1986_10
Patent number
US04620003

Reaction notes

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