Potassium Nitrate → HCID 18975375, compound

HRID 2393375Notes

Reaction equation

[N+:1]([O-:4])([O-])=[O:2].[K+].Cl.[CH:7]1[N:11]2[C:12]3[CH2:23][C:22]4[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=4[C:13]=3[NH:14][C:15](=[O:16])[C:10]2=[N:9][CH:8]=1>S(=O)(=O)(O)O>[N+:1]([C:20]1[CH:19]=[CH:18][C:17]2[C:13]3[NH:14][C:15](=[O:16])[C:10]4[N:11]([CH:7]=[CH:8][N:9]=4)[C:12]=3[CH2:23][C:22]=2[CH:21]=1)([O-:4])=[O:2]

Participants

Conditions

Temperature: 25 °C

Procedure

5H,10H-8--Nitroimidazo[1,2-a]indeno[1,2-e]-pyrazin-4-one may be prepared in the following way: 1 g of potassium nitrate is added over 10 minutes, at a temperature in the region of 5° C., to a solution of 2.6 g of 5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one hydrochloride in 20 ml of concentrated sulphuric acid (d=1.83). The mixture is stirred for 30 minutes at the same temperature and for 3 hours at 25° C., then is poured onto 150 ml of ice-water. The crystals formed are isolated by filtration, washed with distilled water and then with acetone and dried under reduced pressure (1 mmHg; 0.13 kPa) at 80° C. 2.1 g of 8-nitro-5H,10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one are thus obtained, decomposing without melting above 300° C. [NMR spectrum: (200 MHz; DMSO-d6 ; δ in ppm): 4.23 (s, 2H: --CH2-- at 10); 7.68 and 8.12 (2 broad s, 1H each: --H of the imidazole); 8.07 (dd, J=8.5 Hz, 1H: --H6); 8.38 (dd, J=8.5 and 1.5 Hz, 1H: --H7; 8.50 (d, J=1.5 Hz, 1H: --H9); 12.64 (mult., 1H: --CONH--)].

Workup

customThe crystals formed
customare isolated by filtration
washwashed with distilled water
dry with materialwith acetone and dried under reduced pressure (1 mmHg; 0.13 kPa) at 80° C

Sources & evidence

ORD record: ord-49f6dbab099f467a99e95312d7a3b715
Source dataset: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05807859

Reaction notes

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