Methane → HCID 18975397, compound

HRID 2393420Notes

Reaction equation

HRID 2393420 reaction equation
C([NH:4][C:5]1([CH:22]([CH3:24])[CH3:23])[C:17]2[N:16]3[CH:18]=[CH:19][N:20]=[C:15]3[C:14](=[O:21])[NH:13][C:12]=2[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]1=2)(=O)C.[ClH:25].C>C(O)C.C(OC(C)C)(C)C>[ClH:25].[NH2:4][C:5]1([CH:22]([CH3:24])[CH3:23])[C:17]2[N:16]3[CH:18]=[CH:19][N:20]=[C:15]3[C:14](=[O:21])[NH:13][C:12]=2[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]1=2

Participants

6

Reactant 3

HCID 297MethaneHCID 313Hydrochloric AcidHCID 18975442HCID 18975442, compound

Product 1

HCID 18975397HCID 18975397, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
20 °C

Procedure

1.18 g of 10-acetamido-10-isopropyl-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one are dissolved in 25 ml of boiling 2N hydrochloric acid and the solution is stirred for 1 hours at boiling, cooled and concentrated to dryness under reduced pressure (15 mmHg; 2 kPa) at 60° C. The product obtained is dissolved in 20 ml of ethanol and, after addition of decolorizing charcoal, the solution is filtered. The filter is washed with 20 ml of ethanol and the filtrate and washing are then combined, 200 ml of acetone are added and the solution is stored for 45 minutes at a temperature in the region of 5° C. The insoluble product formed is isolated by filtration, washed with 10 ml of acetone and dried under reduced pressure (1 mmHg; 0.13 kPa) at 60° C. The product obtained (0.6 g) is stirred in suspension in 20 ml of boiling isopropyl ether for 15 minutes and, after cooling to a temperature in the region of 20° C., the insoluble product is isolated by filtration, washed twice with 20 ml in total of isopropyl ether and dried under reduced pressure (1 mmHg; 0.13 kPa) at 60° C. 0.46 g of 10-amino-10-isopropyl-5H,10H-imidazo[1,2-a]indeno-[1,2-e]pyrazin-4-one hydrochloride is thus obtained, decomposing without melting above 250° C. (Analysis, % calculated C: 58.97, H: 5.34, Cl: 13.60, N: 17.19, O: 4.91, % found C: 59.0, H: 5.4, Cl: 13.6, N: 16.8, O: 4.9).

Workup

  1. temperaturecooled
  2. concentrationconcentrated to dryness under reduced pressure (15 mmHg; 2 kPa) at 60° C
  3. customThe product obtained
  4. filtrationthe solution is filtered
  5. washThe filter is washed with 20 ml of ethanol
  6. washthe filtrate and washing
  7. addition200 ml of acetone are added
  8. waitthe solution is stored for 45 minutes at a temperature in the region of 5° C
  9. customThe insoluble product formed
  10. customis isolated by filtration
  11. washwashed with 10 ml of acetone
  12. customdried under reduced pressure (1 mmHg; 0.13 kPa) at 60° C
  13. customThe product obtained (0.6 g)
  14. customthe insoluble product is isolated by filtration
  15. washwashed twice with 20 ml in total of isopropyl ether
  16. customdried under reduced pressure (1 mmHg; 0.13 kPa) at 60° C

Sources & evidence

ORD record
ord-9f0ed4543b98423a9dccbb7437fb4c0e
Source dataset
uspto-grants-1998_09
Patent number
US05807859

Reaction notes

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