3-Nitrobenzaldehyde → HCID 70205854, compound

HRID 2393392Notes

Reaction equation

HRID 2393392 reaction equation
[CH:1]1[N:5]2[C:6]3[CH2:17][C:16]4[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=4[C:7]=3[NH:8][C:9](=[O:10])[C:4]2=[N:3][CH:2]=1.[N+:18]([C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH:24]=O)([O-:20])=[O:19].C([O-])(=O)C.[NH4+]>C(O)(=O)C>[N+:18]([C:21]1[CH:22]=[C:23]([CH:26]=[CH:27][CH:28]=1)[CH:24]=[C:17]1[C:6]2[N:5]3[CH:1]=[CH:2][N:3]=[C:4]3[C:9](=[O:10])[NH:8][C:7]=2[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:16]1=2)([O-:20])=[O:19]

Participants

5

Reactant 3

HCID 74493-NitrobenzaldehydeHCID 517165Ammonium AcetateHCID 103535495H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one

Product 1

HCID 70205854HCID 70205854, compoundYield 62.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10 g of 5H,10H-imidazo[1,2-a]indeno[1,2-e]-pyrazin-4-one and 27.1 g of 3-nitrobenzaldehyde are refluxed for 15 hours in the presence of 13.79 g of ammonium acetate in 600 ml of acetic acid. The precipitate formed is filtered off, washed with water and dried under reduced pressure (1 mmHg; 0.13 kPa) at 45° C. 10 g of 10-(3-nitrobenzylidene)-5H-imidazo-[1,2-a]indeno[1,2-e]pyrazin-4-one are obtained in the form of a yellowish powder, the melting point of which is greater than 260° C. (Analysis, C20H12N4O3 ; % calculated C: 67.42; H: 3.39; N: 15.57; O: 13.47; % found C: 67.4; H: 3.2; N: 15.6; O: 13.5).

Workup

  1. customThe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried under reduced pressure (1 mmHg; 0.13 kPa) at 45° C

Sources & evidence

ORD record
ord-051a215ecabc4691b876be8e5fff7653
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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