Hydrochloric Acid → HCID 18790638, compound

HRID 1107041Notes

Reaction equation

HRID 1107041 reaction equation
C[O:2][C:3]([CH2:5][NH:6][C:7]([C:9]1[C:10]2[CH2:11][C:12]3[N:17]4[CH:18]=[CH:19][N:20]=[C:16]4[C:15](=[O:21])[NH:14][C:13]=3[C:22]=2[CH:23]=[CH:24][CH:25]=1)=[O:8])=[O:4].Cl>O1CCOCC1>[O:21]=[C:15]1[NH:14][C:13]2[C:22]3[CH:23]=[CH:24][CH:25]=[C:9]([C:7]([NH:6][CH2:5][C:3]([OH:4])=[O:2])=[O:8])[C:10]=3[CH2:11][C:12]=2[N:17]2[CH:18]=[CH:19][N:20]=[C:16]12

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18790717HCID 18790717, compound

Product 1

HCID 18790638HCID 18790638, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1 g 9-(methoxycarbonylmethylcarbamoyl)-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one, 50 ml of dioxane and 15 ml of concentrated hydrochloric acid is heated at reflux for 24 hours. The reaction mixture is concentrated on a rotary evaporator, ethyl ether is added to the evaporation residue and filtration is carried out. The solid obtained is triturated in 20 ml of distilled water, filtered, washed with distilled water (20 ml) and then with ethyl ether and dried at 60° C. under vacuum (1 mm Hg; 0.13 kPa). 0.8 g of N-[(4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-9-yl)carbonyl]glycine is obtained in the form of a yellow solid containing 0.66 mol of hydrochloric acid and melting above 260° C (Analysis; % Calculated C: 55.13, H: 3.66, Cl: 6.78, N: 16.07, O: 18.36; % Found C: 55.1, H: 3.6, Cl: 6.2, N: 15.8, O: 18.3).

Workup

  1. temperatureis heated
  2. temperatureat reflux for 24 hours
  3. concentrationThe reaction mixture is concentrated on a rotary evaporator, ethyl ether
  4. additionis added to the evaporation residue and filtration
  5. customThe solid obtained
  6. distillationis triturated in 20 ml of distilled water
  7. filtrationfiltered
  8. washwashed with distilled water (20 ml)
  9. dry with materialwith ethyl ether and dried at 60° C. under vacuum (1 mm Hg; 0.13 kPa)

Sources & evidence

ORD record
ord-a15218b15d6541588c02cdb43a6ad5a4
Source dataset
uspto-grants-2000_05
Patent number
US06057454

Reaction notes

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