Hydrochloric Acid → HCID 178524668, compound

HRID 1603710Notes

Reaction equation

HRID 1603710 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][C:13]3[C:14]4[CH2:15][C:16]5[N:21]6[CH:22]=[C:23]([C:25]([O:27]CC)=[O:26])[N:24]=[C:20]6[C:19](=[O:30])[NH:18][C:17]=5[C:31]=4[CH:32]=[CH:33][CH:34]=3)[NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>C(O)(=O)C>[C:1]1([C:7]2[N:8]=[C:9]([CH2:12][C:13]3[C:14]4[CH2:15][C:16]5[N:21]6[CH:22]=[C:23]([C:25]([OH:27])=[O:26])[N:24]=[C:20]6[C:19](=[O:30])[NH:18][C:17]=5[C:31]=4[CH:32]=[CH:33][CH:34]=3)[NH:10][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178469432HCID 178469432, compound

Product 1

HCID 178524668HCID 178524668, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 0.4 g of ethyl 9-(4-phenyl-1H-imidazol-2-ylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-2-carboxylate and 12.5 ml of acetic acid and 2.5 ml of 6 N hydrochloric acid is heated for 24 hours at a temperature close to 100° C. The reaction medium is filtered while hot on sintered glass and the solid residue obtained is washed with three times water and then dried under reduced pressure at 60° C. 0.23 g of 9-(4-phenyl-1H-imidazol-2-ylmethyl)-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazine-2-carboxylic acid is thus obtained in the form of a white solid melting at a temperature greater than 260° C. (Analysis: C24H17N5O3, 3.96 H2O, 0.91 C2H4O2 : % calculated C: 68.07, H: 4.05, N: 16.54, % found C: 68.1, H: 4.1, N:16.5).

Workup

  1. temperatureis heated for 24 hours at a temperature
  2. customclose to 100° C
  3. filtrationThe reaction medium is filtered while hot on sintered glass
  4. customthe solid residue obtained
  5. washis washed with three times water
  6. customdried under reduced pressure at 60° C

Sources & evidence

ORD record
ord-4c78e03efd344602bf838de776122e9c
Source dataset
uspto-grants-1999_11
Patent number
US05990108

Reaction notes

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