Hydrochloric Acid → HCID 44370129, compound

HRID 1489019Notes

Reaction equation

HRID 1489019 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH:5]([N:12]1[CH:16]=[CH:15][N:14]=[C:13]1[C:17]([NH2:19])=[O:18])[C:6]2=O.Cl>CO>[Cl:1][C:2]1[C:3]2[CH2:4][C:5]3[N:12]4[CH:16]=[CH:15][N:14]=[C:13]4[C:17](=[O:18])[NH:19][C:6]=3[C:7]=2[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22903607HCID 22903607, compound

Product 1

HCID 44370129HCID 44370129, compoundYield 40.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure is carried out as in Example 1 but starting with 1.4 g of 1-(4-chloro-1-oxo-2-indanyl)imidazole-2-carboxamide, a total of 70 ml of methanol and 21 ml of a 12N aqueous hydrochloric acid solution. 0.53 g of 9-chloro-5H, 10H-imidazo [1,2-a]indeno[1,2-e]pyrazin-4-one is thus obtained which decomposes without melting above 300° C. [NMR spectrum: (200 MHz; DMSO-d6 ; δ in ppm): 4.06 (s, 2H: --CH2-- in position 10); 7.40 (dd, J=8 and 1 Hz 1H: --H8); 7.49 (t, J=8 Hz, 1H: --H7); 7.61 and 8.08 (2d, J=1 Hz, 1H each: --H of imidazole); 7.85 (d, J=8 Hz, 1H: --H6); 2.47 (unresolved complex, 1H, --CONH--)].

Sources & evidence

ORD record
ord-0800bb25ecff475cb15baca17d9e1621
Source dataset
uspto-grants-1997_10
Patent number
US05677306

Reaction notes

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