6954-91-2|11H-Indeno[1,2-b]quinoxalin-11-one| Ambeed

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CAS No. :	6954-91-2
Formula :	C₁₅H₈N₂O
M.W :	232.24
SMILES Code :	O=C1C2=C(C3=NC4=CC=CC=C4N=C31)C=CC=C2
MDL No. :	MFCD00022296

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302
Precautionary Statements:	P264-P270-P301+P312-P330-P501

Yield	Reaction Conditions	Operation in experiment
94%	With amino-functionalized nanoporous SBA-15 (SBA-Pr-NH2) catalyst; In ethanol; at 80℃; for 0.0833333h;Microwave irradiation;Catalytic behavior;	SBA-Pr-NH2 (0.02 g) was activated into a round-bottomed flask containing a magnetic stirrer at 100 C for removal of the adsorbed water. The mixture of ninhydrin (1 mmol, 0.178 g), 1,2-aryl-diamines (1 mmol), and SBA-Pr-NH2 in 5 ml ethanol was heated and stirred at 60 C to form indenoquinoxaline A; then, after about 5 min, malono derivatives (1 mmol) and α-methylencarbonyl compounds (1 mmol)were added to the mixture of reaction for the synthesis of spiro[indeno[2,1-b]quinoxaline derivatives under reflux condition using MW irradiation (400 W, 80 C). Completion of the reaction was monitored by TLC. After that, obtainedprecipitate was cooled to room temperature and extractedfrom the solvent. Subsequently, the precipitate was dissolvedin minimum volume of hot acetone and the unsolvable SBA-Pr-NH2 catalyst was removed by filtration. The residue was purified by recrystallization from ethanol. The new compound was characterized by mass, IR, and NMR spectroscopy techniques. The melting points of the products were compared with those reported in the literature.
93%	With sodium carbonate; In ethanol; at 70℃; for 12h;	General procedure: To a neat solution containing 11H-indeno[1,2-b]quinoxalin-11-one (1 mmol), pyrazolone (1 mmol), and malononitrile (1 mmol), 10% mol of Na2CO3 in ethanol(10 mL) was added. The reaction mixture was heated at 70 8C for 12 h. After completion of the reaction as indicated by TLC, the precipitate was filtrated and washed with cold ethanol to afford the pure product 8. 4.5 6'-Amino-3'-methyl-1'H-spiro [indeno[1,2-b] quinoxaline-11, 4'-pyrano[2,3-c]pyrazole]-5'-carbonitrile (8a) Light green powder (0.36 g, yield 93%). Mp 263-266 C. IR (KBr) (vmax/cm-1): 3450, 3274, 3250, 3112, 2976, 2191, 1637, 1607, 1465, 1401. 1H NMR (250 MHz, DMSO-d6): δH (ppm) 1.12 (3H, s, CH3), 7.45-8.13 (10H, m, H-Ar and NH2), 12.51 (1H, s, NH). C NMR (62 MHz, DMSO-d6): δC (ppm), 9.5 (CH3), 56.5 (C-Spiro), 96.8 (C-CN), 119.3 (CN), 121.4, 122.1, 126.2, 129.4, 129.6, 130.1, 130.8, 133.5, 135.5, 136.0, 141.8,142.5, 151.4, 153.3, 155.9, 162.9 (C-Ar and C-Pyrazole), 164.8 (C-NH2). Anal. calcd for C22H14N6O: C, 69.83; H, 3.73; N, 22.21. Found: C, 69.88; H, 3.72; N, 22.22.

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CAS No.: 6954-91-2

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CAS No.: 6954-91-2

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H201	Explosive; mass explosion hazard
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H230	May react explosively even in the absence of air
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H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
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