Ammonium Acetate → HCID 86753085, compound

HRID 2393395Notes

Reaction equation

HRID 2393395 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.[CH3:18][O:19][C:20]([C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH:25]=O)=[O:21].C([O-])(=O)C.[NH4+]>C(OC(=O)C)(=O)C>[C:20]([OH:21])(=[O:19])[CH3:22].[CH3:18][O:19][C:20]([C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][CH:29]=1)[CH:25]=[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:21]

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 639145Methyl 3-formylbenzoateHCID 103535495H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one

Product 1

HCID 86753085HCID 86753085, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
20 °C

Procedure

0.5 g of 5H,10H-imidazo[1,2-a]indeno[1,2-e]-pyrazin-4-one and 1.47 g of 3-methoxycarbonyl-benzaldehyde are refluxed for 48 hours in the presence of 0.7 g of ammonium acetate in 30 ml of acetic anhydride. After cooling to a temperature in the region of 20° C., the precipitate formed is filtered off, washed with water and dried under reduced pressure (1 mmHg; 0.13 kPa) at 50° C. 0.53 g of 10-(3-methoxycarbonyl-benzylidene)-5H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one acetate is obtained in the form of a yellow powder, the melting point of which is greater than 260° C. (Analysis, C24H19 N3O5.0.19 H2O; % calculated C: 67.13; H: 4.46; N: 9.79; O: 18.63; % found C: 66.9; H: 4.4; N: 9.9; O: 18.6).

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. customdried under reduced pressure (1 mmHg; 0.13 kPa) at 50° C

Sources & evidence

ORD record
ord-469c63ff87d74bf69ad28752e59e63ea
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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