Acetic Acid → HCID 131721463, compound

HRID 1603716Notes

Reaction equation

HRID 1603716 reaction equation
C([O-])(=O)C.[NH4+:5].C([O:8][C:9]([C:11]1[N:12]([CH:21]2[CH2:29][C:28]3[C:23](=[CH:24][CH:25]=[CH:26][C:27]=3[CH2:30][C:31]([NH:33][S:34]([C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)(=[O:36])=[O:35])=[O:32])[C:22]2=O)[CH:13]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:15]=1)=O)C.C(O)(=O)C>O>[C:37]1([S:34]([NH:33][C:31]([CH2:30][C:27]2[C:28]3[CH2:29][C:21]4[N:12]5[CH:13]=[C:14]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:15]=[C:11]5[C:9](=[O:8])[NH:5][C:22]=4[C:23]=3[CH:24]=[CH:25][CH:26]=2)=[O:32])(=[O:35])=[O:36])[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 517165Ammonium AcetateHCID 54388120HCID 54388120, compound

Product 1

HCID 131721463HCID 131721463, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3 g of ammonium acetate are added, with stirring, to a solution of 2.1 g of 2-(2,4-diethoxycarbonylimidazol-1-yl)-4-benzenesulphonamidocarbonylmethylindan-1-one and 55 ml of acetic acid. The reaction medium is heated at boiling temperature for 3 hours and then cooled and poured into a mixture of 60 g of ice and 60 ml of distilled water. The suspension thus obtained is filtered on sintered glass, washed twice with 20 ml of water, 10 ml of acetone and dried under reduced pressure at 53° C. 0.92 g of ethyl 9-bezenesulphonamidocarbonylmethyl-4-oxo-4,5-dihydro-10H-imidazo[1,2-a]indeno[1,2-e]-pyrazine-2-carboxylate is thus obtained in the form of a grey solid melting above 260° C. (Analysis: C24H20N4O6S1 : % calculated C: 58.53, H: 4.09, N: 11.38, S: 6.54; % found C: 58.3, H: 4.1, N: 11.5, S: 6.9).

Workup

  1. temperatureThe reaction medium is heated
  2. customfor 3 hours
  3. temperaturecooled
  4. customThe suspension thus obtained
  5. filtrationis filtered on sintered glass
  6. washwashed twice with 20 ml of water, 10 ml of acetone
  7. customdried under reduced pressure at 53° C

Sources & evidence

ORD record
ord-dd69e976b833464f837f66f061c66c03
Source dataset
uspto-grants-1999_11
Patent number
US05990108

Reaction notes

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