Triethylamine → HCID 178507339, compound

HRID 1110757Notes

Reaction equation

HRID 1110757 reaction equation
[OH:1][C:2]1[C:11]([OH:12])=[N:10][C:9]2[C:8]3=[N:13]O[N:15]=[C:7]3[CH:6]=[CH:5][C:4]=2[N:3]=1.C(N(CC)CC)C>CN(C)C=O.[Pd]>[NH2:13][C:8]1[C:7]([NH2:15])=[CH:6][CH:5]=[C:4]2[C:9]=1[N:10]=[C:11]([OH:12])[C:2]([OH:1])=[N:3]2

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 178517014HCID 178517014, compound

Product 1

HCID 178507339HCID 178507339, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6228DimethylformamideSolvent

Procedure

A solution of 5,0 g (24,5 mmol) 7,8-dihydroxy-1,2,5-oxadiazolo(3,4-f)quinoxaline and 6,8 ml (49 mmol) triethylamine in 500 ml dimethylformamide was hydrogenated at atm. pressure using 5% Pd-C (0,5 g) as a catalyst. The reaction mixture was filtered and evaporated in vacuo. The residue was stirred with water, and the precipitate was filtered off to give 4,5 g (96%) 5,6-diamino-2,3-dihydroxyquinoxaline, m.p. >300° C. NMR (DMSO-d6): 11.0 (2H, broad m), 6.43 (1H,d), 6.23 (1H,d), 4.5 (4H, broad m).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customevaporated in vacuo
  3. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-36bb8c267cd047b2ac1e8f9c1401cd98
Source dataset
uspto-grants-1990_12
Patent number
US04977155

Reaction notes

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