HCID 18790708, compound → HCID 18790632, compound

HRID 1107026Notes

Reaction equation

HRID 1107026 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 C14H8N401·0.21H20; % 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-53e27eedb4874ee7bc7d2c9e05165143
Source dataset
uspto-grants-2000_05
Patent number
US06057454

Reaction notes

Loading…