Hydrazine hydrate (1:1) → HCID 13190177, compound

HRID 1980474Notes

Reaction equation

HRID 1980474 reaction equation
[O:1]=[C:2]1[N:7]2[C:8]3[C:13]([NH:14][C:15](=[O:16])[C:6]2=[N:5][CH:4]=[C:3]1[C:17]([OH:19])=O)=[CH:12][CH:11]=[CH:10][CH:9]=3.C(N1C=CN=C1)(N1C=CN=C1)=O.O.[NH2:33][NH2:34]>CN(C)C=O>[O:1]=[C:2]1[N:7]2[C:8]3[C:13]([NH:14][C:15](=[O:16])[C:6]2=[N:5][CH:4]=[C:3]1[C:17]([NH:33][NH2:34])=[O:19])=[CH:12][CH:11]=[CH:10][CH:9]=3

Participants

5

Reactant 3

HCID 24654Hydrazine hydrate (1:1)HCID 682631,1'-CarbonyldiimidazoleHCID 13190174HCID 13190174, compound

Product 1

HCID 13190177HCID 13190177, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A mixture of 500 mg of 1,5-dioxo-1,6-dihydropyrimido[1,2-a]-quinoxalin-2-carboxylic acid and 400 mg of carbonyldiimidazole in 20 ml of dimethylformamide was warmed over a steam bath for 15 minutes and then was cooled in an ice-bath and treated with 1.0 ml of a solution in dimethylformamide containing 1.1 g/10 ml of hydrazine hydrate overnight. The resultant mixture was filtered to obtain 500 mg (95% yield) of 1,5-dioxo-1,6-dihydropyrimido[1,2-a]quinoxaline-2-carbohydrazide melting at >300° C.

Workup

  1. temperaturewas warmed over a steam bath for 15 minutes
  2. temperaturewas cooled in an ice-bath
  3. filtrationThe resultant mixture was filtered

Sources & evidence

ORD record
ord-ff101723aa4c465ca77e6ef5e4eea1c5
Source dataset
uspto-grants-1985_04
Patent number
US04510143

Reaction notes

Loading…