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Product Name: 2-Methylquinoxaline CAS: 7251-61-8 MF: C9H8N2 MW: 144.17 EINECS: 230-664-9 Mol File: 7251-61-8.mol 2-Methylquinoxaline Structure 2-Methylquinoxaline Chemical Properties Melting point 180.5°C Boiling point
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inquiryfactory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B
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inquiryR & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates
high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(II) acetate monohydrate In N,N-dimethyl-formamide at 20℃; Temperature; | 88% |
With triethylamine; palladium diacetate In tetrahydrofuran; toluene at 20℃; for 3h; | 87% |
With zinc(II) iodide In ethanol; water at 80℃; for 0.5h; | 86% |
Conditions | Yield |
---|---|
In water for 0.0333333h; Isay condensation; microwave irradiation; | 95% |
Stage #1: 2-oxopropanal With sodium disulfite In water for 0.166667h; Addition; Stage #2: 1,2-diamino-benzene In water at 20℃; for 18h; Condensation; Cyclization; | 91% |
In water at 20℃; for 0.5h; Green chemistry; | 85% |
Conditions | Yield |
---|---|
With cesiumhydroxide monohydrate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube; | 96% |
With cesiumhydroxide monohydrate; C17H14Br2CoN4 In toluene at 150℃; for 24h; Reagent/catalyst; Temperature; Sealed tube; Inert atmosphere; | 93% |
With 1,10-Phenanthroline; cesiumhydroxide monohydrate; nickel dibromide In toluene at 150℃; for 24h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
With cesiumhydroxide monohydrate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube; | 93% |
With 1,10-Phenanthroline; cesiumhydroxide monohydrate; nickel dibromide In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube; | 93% |
With C18H24ClIrN3O(1+)*Cl(1-); potassium hydroxide In water for 24h; Mechanism; Schlenk technique; Reflux; Green chemistry; | 87% |
Conditions | Yield |
---|---|
With cesiumhydroxide monohydrate; [(η6-p-cymene)2Ru2(2,7-bis(di-2-pyridinyl)-1,8-naphthyridine)Cl2](PF6)2; oxygen at 120℃; for 23h; Inert atmosphere; Molecular sieve; | 43% |
2-methyl-1,2,3,4-tetrahydroquinoxaline
2-methylquinoxaline
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; oxygen; nickel dibromide In tert-Amyl alcohol at 95℃; for 48h; | 99% |
With C21H21ClIrNO2 In tetrahydrofuran; 2,2,2-trifluoroethanol for 20h; Inert atmosphere; | 92% |
With potassium tert-butylate In o-xylene at 140℃; for 36h; Inert atmosphere; | 91% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); caesium carbonate In N,N-dimethyl-formamide at 130℃; for 18h; Inert atmosphere; | 38 mg |
quinoxaline-N-oxide
methyl-triphenylphosphonium iodide
2-methylquinoxaline
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 80℃; for 6h; Sealed tube; Inert atmosphere; | 78% |
Conditions | Yield |
---|---|
Stage #1: 1,2-Dinitrobenzene With hydrogen In diethylene glycol dimethyl ether at 80℃; under 7500.75 Torr; for 24h; Stage #2: propylene glycol In diethylene glycol dimethyl ether at 140℃; for 30h; | 83% |
N1-(prop-2-yn-1-yl)benzene-1,2-diamine
2-methylquinoxaline
Conditions | Yield |
---|---|
With tin(II) chloride hydrate In water; isopropyl alcohol at 82℃; for 12h; | 85% |
Conditions | Yield |
---|---|
With perchloric acid In acetonitrile at 20℃; for 0.25h; | 95% |
2-methylquinoxaline
Conditions | Yield |
---|---|
With hydrogenchloride; tin(II) chloride hydrate In water; isopropyl alcohol Reflux; | 82% |
Multi-step reaction with 2 steps 1: sodium dithionite; water / ethanol / 1 h / 0 - 20 °C 2: tin(II) chloride hydrate / isopropyl alcohol; water / 12 h / 82 °C View Scheme |
propylene glycol
1,2-diamino-benzene
A
2,3-diethynylquinoxaline
B
2-methylquinoxaline
Conditions | Yield |
---|---|
With oxygen; zeolite; titanium(IV) oxide In acetonitrile at 20℃; for 10h; Irradiation; | A 12.6% B 22.5% |
Conditions | Yield |
---|---|
With (R)-3,3'-bis(2,4,6-triisopropylphenyl)-1,1'-binaphthyl-2,2'-diylhydrogenphosphate In chloroform; water at 35℃; for 8h; Inert atmosphere; Molecular sieve; enantioselective reaction; | 63% |
Conditions | Yield |
---|---|
With dodecacarbonyl-triangulo-triruthenium; cesiumhydroxide monohydrate; 1,3-bis-(diphenylphosphino)propane In tert-Amyl alcohol at 150℃; for 12h; Schlenk technique; Inert atmosphere; | 36% |
Conditions | Yield |
---|---|
With sodium hydroxide In toluene at 150℃; for 12h; Inert atmosphere; Sealed tube; Green chemistry; | 44% |
Conditions | Yield |
---|---|
In ethanol for 1.25h; | 74% |
With acetic acid | |
With hydrogenchloride; acetic acid |
quinoxaline-N-oxide
4,4,5,5-tetramethyl-2-[(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl]-1,3,2-dioxaborolane
2-methylquinoxaline
Conditions | Yield |
---|---|
With sodium methylate In toluene at 80℃; for 3h; regioselective reaction; | 32% |
Conditions | Yield |
---|---|
In diethyl ether at -70℃; for 120h; | 53% |
Conditions | Yield |
---|---|
With mercury(II) diacetate In tetrahydrofuran for 14h; Ambient temperature; | 51% |
2,3-diethynylquinoxaline
cyclohexane
A
2-methylquinoxaline
B
2-pyridylcyclohexane
C
4-cyclohexylpyridine
D
2-cyclohexyl-quinoxaline
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; iron(II) nitrate; acetic acid In pyridine at 60℃; for 18h; Further byproducts given; | A n/a B n/a C n/a D 15% |
Conditions | Yield |
---|---|
With sodium carbonate; sodium sulfite In water 1.) 20 deg C, 2 h, 2.) 100 deg C, 1 h; | 59% |
2-methylquinoxaline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 70 percent / H2 / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature 2: 92 percent / 2) DDQ / multistep reaction thermal rearrangement of other 1,2,3-triazoles View Scheme | |
Multi-step reaction with 2 steps 1: 70 percent / H2 / 10percent Pd/C / ethanol / 760 Torr / Ambient temperature 2: 27 percent / 2) 10percent Pd/C / 1) toluene, reflux, 1h, 2) ethanol, reflux, 30 min View Scheme |
Conditions | Yield |
---|---|
With sodium sulfite In various solvent(s) at 100℃; pH 10; | 52.3 % Chromat. |
Conditions | Yield |
---|---|
With sodium sulfite In various solvent(s) at 100℃; pH 10; | 54.6 % Chromat. |
5-(diethoxymethyl)-3-methylisoxazole
1,2-diamino-benzene
2-methylquinoxaline
Conditions | Yield |
---|---|
With formic acid at 80℃; for 0.0833333h; | 21% |
Conditions | Yield |
---|---|
In dichloromethane for 72h; Ambient temperature; | 80% |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; iron(II) acetylacetonate In tetrahydrofuran for 0.5h; |
Conditions | Yield |
---|---|
With 1-Phenylethanol; sodium t-butanolate at 100℃; for 8h; Schlenk technique; Irradiation; Green chemistry; chemoselective reaction; | 12% |
Conditions | Yield |
---|---|
In water for 0.0180556h; Isay condensation; microwave irradiation; | 48% |
2-methylquinoxaline
Conditions | Yield |
---|---|
With {[IrH((S)-Difluorophos)]2(μ-Cl)3}+Cl-; hydrogen In toluene at 30℃; under 22502.3 Torr; for 20h; Inert atmosphere; Autoclave; optical yield given as %ee; enantioselective reaction; | 99% |
With [(Ir(H){(S)-[(4,4-bi-2,2-difluoro-1,3-benzodioxole)-5,5-diyl]bis(diphenylphosphine)})2(μ-Cl)3]Cl; hydrogen In toluene at 30℃; under 22502.3 Torr; for 20h; Autoclave; optical yield given as %ee; enantioselective reaction; | 99% |
With RuCl[(R)-1-isopropyl-2,2-bis(4-methoxyphenyl)ethylenediamine][(R)-((4,4'-bi-1,3-benzodioxole)-5,5’-diyl)bis(di(3,5-xylyl)phosphine)]; potassium tert-butylate; hydrogen In toluene at 40℃; under 15001.5 Torr; for 13h; Reagent/catalyst; Solvent; Temperature; Autoclave; enantioselective reaction; | 99.9% |
Conditions | Yield |
---|---|
With malononitrile In diethylene glycol dimethyl ether at 120℃; under 2585.81 Torr; for 0.416667h; Microwave irradiation; | 84% |
In water at 120℃; for 36h; Sealed tube; | 80% |
With Fe3O(biphenyl-4,4'-dicarboxylate)3; acetic acid In toluene at 120℃; for 24h; Inert atmosphere; | 66% |
2-methylquinoxaline
2-(bromomethyl)quinoxaline
Conditions | Yield |
---|---|
With N-Bromosuccinimide; trityl tetrafluoroborate In dichloromethane at 20℃; Irradiation; Inert atmosphere; chemoselective reaction; | 82% |
With tetra-(n-butyl)ammonium iodide; ethylene dibromide; urea In acetonitrile at 95℃; for 0.5h; Microwave irradiation; | 70% |
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 60℃; for 1h; Irradiation; | 57% |
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; 18-crown-6 ether; potassium tert-butylate In tetrahydrofuran at 120℃; for 20h; Inert atmosphere; Schlenk technique; Sealed tube; | 93% |
With [(1,5-cyclooctadiene)(OH)iridium(I)]2; potassium tert-butylate; triphenylphosphine In 1,4-dioxane at 130℃; for 24h; Inert atmosphere; | 90% |
With C17H14Br2CoN4; potassium tert-butylate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry; | 89% |
2-methylquinoxaline
4-nitrobenzaldehdye
1-(4-nitrophenyl)-2-(quinoxalin-2-yl)ethanol
Conditions | Yield |
---|---|
With H2O4P(1-)*C4H7N2(1+) In 1,4-dioxane; water at 100℃; for 24h; Schlenk technique; Sealed tube; | 87% |
With morpholin-4-ium hydrogen sulphate; 1-butyl-3-methylimidazolium Tetrafluoroborate at 110℃; for 24h; Sealed tube; | 87% |
With copper(II) ferrite; tetrabutyl-ammonium chloride In ethylene glycol at 100℃; for 24h; Green chemistry; | 73% |
In water at 102℃; for 0.416667h; Sealed tube; Microwave irradiation; | 60% |
2-methylquinoxaline
2-methyl-1,2,3,4-tetrahydroquinoxaline
Conditions | Yield |
---|---|
With lithium borohydride; methyl iodide In tetrahydrofuran at 20℃; for 0.25h; | 99% |
With ammonium borohydride In methanol at 60℃; for 21h; Schlenk technique; | 99% |
Stage #1: 2-methylquinoxaline With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; N-(2-aminoethyl)-4-(trifluoromethyl)benzenesulfonamide; sodium formate; sodium acetate; acetic acid In water at 80℃; for 0.25h; pH=5.5; Stage #2: With potassium hydroxide In water regioselective reaction; | 96% |
2-methylquinoxaline
2-(methyl-d3)quinoxaline
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile); [bis(acetoxy)iodo]benzene; water-d2 In N,N-dimethyl-formamide at 80℃; for 12h; Schlenk technique; Inert atmosphere; | 97% |
With water-d2; benzoic acid at 90℃; for 8h; Inert atmosphere; Schlenk technique; | |
With potassium tert-butylate; water-d2 In dimethyl sulfoxide at 20℃; for 0.166667h; Sealed tube; |
2-methylquinoxaline
2-chloromethyl-quinoxaline
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; 1,2-dichloro-ethane; urea at 110℃; for 0.5h; Microwave irradiation; | 87% |
With trichloroisocyanuric acid In chloroform at 60℃; for 1h; | 76.2% |
With trichloroisocyanuric acid In chloroform for 0.5h; Chlorination; Heating; | |
Multi-step reaction with 3 steps 1: 60 percent / KOH, Ac2O 2: 1.) O3, 2.) NaBH4 / 1.) MeOH, CH2Cl2, -78 deg C, 2.) MeOH, CH2Cl2, from 0 deg C to RT, 2 h 3: 67 percent / SOCl2 / benzene / 2 h / Ambient temperature View Scheme | |
With trichloroisocyanuric acid In chloroform for 1.5h; Inert atmosphere; Reflux; |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate In acetonitrile at 20℃; for 2h; Inert atmosphere; Sealed tube; | 94% |
With oxygen In acetonitrile at 20℃; for 12h; Irradiation; Green chemistry; | 69% |
With oxygen In neat (no solvent) at 65℃; for 1h; Green chemistry; | 57% |
Conditions | Yield |
---|---|
With bromopentacarbonylmanganese(I); potassium tert-butylate; 1-(pyridin-2-yl)-2-(1-(pyridin-2-yl)ethylidene)hydrazine In tert-butyl alcohol at 140℃; for 14h; Inert atmosphere; Schlenk technique; | 91% |
With potassium hydroxide In toluene at 120℃; for 18h; Sealed tube; | 87% |
With potassium tert-butylate; nickel dibromide; N-(8-quinolyl)pyridine-2-carboxamide In tert-butyl alcohol at 140℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; | 84% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; trifluorormethanesulfonic acid; silver trifluoroacetate In dichloromethane; water at 45℃; for 20h; Inert atmosphere; | 76.8% |
With 4,5,6,7-tetrafluoro-1-hydroxybenzo[d][1,2]iodaoxol-3(1H)-one; Ru(bpy)3Cl2 at 30℃; for 24h; Minisci Aromatic Substitution; Inert atmosphere; Irradiation; regioselective reaction; | 63% |
With dipotassium peroxodisulfate; sulfuric acid; silver nitrate In water at 50℃; for 24h; Inert atmosphere; Sealed tube; regioselective reaction; | 59% |
Conditions | Yield |
---|---|
With iron(II) acetate In 1,4-dioxane at 120℃; for 24h; Schlenk technique; Inert atmosphere; | 88% |
With iron(II) acetate In 1,4-dioxane at 120℃; for 24h; Inert atmosphere; Schlenk technique; Green chemistry; | 88% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; diphenyl-phosphinic acid; tetra-(n-butyl)ammonium iodide In dimethyl sulfoxide at 90℃; for 8h; Sealed tube; | 85% |
4-Methoxybenzyl alcohol
Conditions | Yield |
---|---|
With C17H14Br2CoN4; potassium tert-butylate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry; | 88% |
With potassium hydroxide In toluene at 140℃; for 12h; | 86% |
2-methylquinoxaline
4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-methylquinoxaline; 4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester With trifluoroacetic acid In 2,2,2-trifluoroethanol at 20℃; for 4h; Sealed tube; Irradiation; Inert atmosphere; Stage #2: In 2,2,2-trifluoroethanol at 20℃; for 4h; | 66% |
Stage #1: 2-methylquinoxaline; 4-cyclohexyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester With trifluoroacetic acid In 2,2,2-trifluoroethanol at 35℃; for 4h; Irradiation; Inert atmosphere; Sealed tube; Stage #2: In 2,2,2-trifluoroethanol for 4h; Irradiation; Inert atmosphere; | 66% |
2-methylquinoxaline
1,2-diamino-benzene
2-(1H-benzo[d]imidazol-2-yl)quinoxaline
Conditions | Yield |
---|---|
With iodine; oxygen In dimethyl sulfoxide at 110℃; | 98% |
2-methylquinoxaline
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; iodine In acetonitrile at 70℃; for 3h; regioselective reaction; | 81% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; diphenyl-phosphinic acid; tetra-(n-butyl)ammonium iodide In dimethyl sulfoxide at 90℃; for 8h; Sealed tube; | 69% |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; diphenyl-phosphinic acid; tetra-(n-butyl)ammonium iodide In dimethyl sulfoxide at 90℃; for 8h; Sealed tube; | 74% |
Conditions | Yield |
---|---|
With C17H14Br2CoN4; potassium tert-butylate In toluene at 150℃; for 24h; Inert atmosphere; Sealed tube; Green chemistry; | 86% |
With potassium hydroxide In toluene at 140℃; for 12h; | 67% |
Conditions | Yield |
---|---|
With tert-Butyl peroxybenzoate; tetra-(n-butyl)ammonium iodide In water at 100℃; for 10h; Sealed tube; Green chemistry; | 83% |
Conditions | Yield |
---|---|
Stage #1: 2-methylquinoxaline With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Knoevenagel Condensation; Inert atmosphere; Stage #2: 9-anthracene aldehyde In tetrahydrofuran at 20℃; for 4h; Knoevenagel Condensation; Inert atmosphere; | 88% |
2-methylquinoxaline
Conditions | Yield |
---|---|
With C25H30N2O2RuS(1+)*C32H12BF24(1-); hydrogen In 1,1-dichloroethane at 40℃; under 38002.6 Torr; for 8h; Autoclave; optical yield given as %ee; enantioselective reaction; | 95% |
With C71H73ClN2O2P2Ru; potassium tert-butylate; hydrogen In isopropyl alcohol at 25℃; under 15201 Torr; for 22h; Autoclave; enantioselective reaction; | 89 %Spectr. |
4-(N,N-di-(pyridine-2-ylmethyl)amino)benzaldehyde
2-methylquinoxaline
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 20℃; for 15h; Aldol Condensation; Reflux; | 84% |
2-methylquinoxaline
2,3-diphenyl-3,4-dihydroquinazolin-4-ol
Conditions | Yield |
---|---|
With iron(III) chloride In 1,2-dichloro-ethane at 80℃; for 6h; | 84% |
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