Hydrochloric Acid → HCID 131720227, compound

HRID 1489018Notes

Reaction equation

HRID 1489018 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=O)[CH:6]([N:12]1[CH:16]=[CH:15][N:14]=[C:13]1[C:17]([NH2:19])=[O:18])[CH2:5]2.Cl>CO>[ClH:1].[Cl:1][C:2]1[CH:10]=[CH:9][C:8]2[C:7]3[NH:19][C:17](=[O:18])[C:13]4[N:12]([CH:16]=[CH:15][N:14]=4)[C:6]=3[CH2:5][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22903632HCID 22903632, compound

Product 1

HCID 131720227HCID 131720227, compoundYield 142.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure is carried out as in Example 1 but starting with 0.84 g of 1-(5-chloro-1-oxo-2-indanyl)imidazole-2-carboxamide, a total of 55 ml of methanol and 4 ml of a 12N aqueous hydrochloric acid solution. 0.64 g of 8-chloro-5H, 10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one hydrochloride is thus obtained which decomposes without melting above 300° C. [NMR spectrum: (200 MHz; DMSO-d6 ; δ in ppm): 4.07 [s, 2H: --CH2-- in position 10 (observed in DMSO-d6 plus a few drops of CD3COOD-d4)]; 7.55 (dd, J=8 and 2 Hz 1H: --H7); 7.76 (d, J=2 Hz, 1H: --H9); 7.95 (d, J=8 Hz, 1H: --H6); 7.95 and 8.25 (2d, J=1.5 Hz, 1H each: --H of imidazole); 13.00 (unresolved complex, 1H: --CONH--)].

Sources & evidence

ORD record
ord-621fa1c8b67644ada64e748bee905218
Source dataset
uspto-grants-1997_10
Patent number
US05677306

Reaction notes

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