Sodium Carbonate → HCID 57031619, compound

HRID 2393394Notes

Reaction equation

HRID 2393394 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][CH:27]=1)[CH:7]=[C:8]1[C:20]2[N:19]3[CH:21]=[CH:22][N:23]=[C:18]3[C:17](=[O:24])[NH:16][C:15]=2[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2)([O-])=O.O.O.[Sn](Cl)(Cl)(Cl)Cl.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][CH:27]=1)[CH:7]=[C:8]1[C:20]2[N:19]3[CH:21]=[CH:22][N:23]=[C:18]3[C:17](=[O:24])[NH:16][C:15]=2[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 70205854HCID 70205854, compoundHCID 85782573Tin tetrachloride dihydrate

Product 1

HCID 57031619HCID 57031619, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 0.5 g of 10-(3-nitrobenzylidene)-5H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one suspended in 15 ml of absolute ethanol are added 1.57 g of tin chloride dihydrate. The reaction medium is refluxed for 6 hours and then left at a temperature in the region of 20° C. for 72 hours. The reaction medium is treated with 30 ml of saturated sodium carbonate solution and the insoluble material is filtered off, washed with water, dried and then taken up in 80 ml of dimethylformamide. The new insoluble material is filtered off and discarded. The filtrate is concentrated to dryness under reduced pressure and dried (5 mmHg; 0.65 kPa) at 55° C. 0.28 g of 10-(3-aminobenzylidene)-5H-imidazo-[1,2-a]indeno[1,2-e]pyrazin-4-one is thus obtained in the- form of an orange-coloured powder, the melting point of which is greater than 260° C. (Analysis, C20H14 N4O.0.39 H2O.0.48 DMF; % calculated C: 73.61; H: 4.32; N: 17.17; % found C: 73.6; H: 3.9; N: 16.9).

Workup

  1. temperatureThe reaction medium is refluxed for 6 hours
  2. filtrationthe insoluble material is filtered off
  3. washwashed with water
  4. customdried
  5. filtrationThe new insoluble material is filtered off
  6. concentrationThe filtrate is concentrated to dryness under reduced pressure
  7. customdried (5 mmHg; 0.65 kPa) at 55° C

Sources & evidence

ORD record
ord-e168df9701e14fdc9e85f96b4ee6048e
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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