HCID 18790708, compound → HCID 18790632, compound

HRID 1075507Notes

Reaction equation

HRID 1075507 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH:6]([N:13]1[CH:17]=[CH:16][N:15]=[C:14]1[C:18]([NH2:20])=[O:19])[C:7]2=O)#[N:2]>C(O)(=O)C>[C:1]([C:3]1[C:4]2[CH2:5][C:6]3[N:13]4[CH:17]=[CH:16][N:15]=[C:14]4[C:18](=[O:19])[NH:20][C:7]=3[C:8]=2[CH:9]=[CH:10][CH:11]=1)#[N:2]

Participants

3

Reactant 1

HCID 18790708HCID 18790708, compound

Product 1

HCID 18790632HCID 18790632, compoundYield 42.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

9-Cyano-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one can be obtained in the following way: 1 g of 1-[(4-cyano-1-oxoindan-2-yl)]imidazole-2-carboxamide is dissolved in 10 ml of acetic acid and the solution is brought to reflux for 22 hours. After cooling the reaction mixture, the suspension is filtered and washed with 5 ml of acetic acid, distilled water and ethyl ether. The solid is dried under reduced pressure (15 mm Hg; 2 kPa) at 30° C. and 0.4 g of 9-cyano-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-4-one is thus obtained, which product melts at a temperature greater than 260° C. (Analysis C14H8N4O1.0.2H2O; % Calculated C: 67.74, H: 3.25, N: 22.57, O: 6.45; % Found C: 68.1, H: 3.3, N: 22.6, O: 6.7).

Workup

  1. temperatureto reflux for 22 hours
  2. temperatureAfter cooling the reaction mixture
  3. filtrationthe suspension is filtered
  4. washwashed with 5 ml of acetic acid
  5. distillationdistilled water and ethyl ether
  6. customThe solid is dried under reduced pressure (15 mm Hg; 2 kPa) at 30° C.

Sources & evidence

ORD record
ord-f80fe9fcf34046c893b9066392351ac1
Source dataset
uspto-grants-1999_05
Patent number
US05902803

Reaction notes

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