Conditions | Yield |
---|---|
With nitric acid at 50℃; for 3h; | 100% |
With nitrourea; sulfuric acid at 25℃; for 24h; | 99% |
With ethylene glycol dinitrate In sulfuric acid at 0 - 20℃; | 99% |
1-Methoxy-2-(dimethyl-alanoxy)-ethan
2,4-Dinitrofluorobenzene
2,4-dinitrotoluene
Conditions | Yield |
---|---|
Pd(dippp)2 In benzene at 90℃; for 4.5h; Methylation; | 100% |
1-Methoxy-2-(dimethyl-alanoxy)-ethan
1-chloro-2,4-dinitro-benzene
2,4-dinitrotoluene
Conditions | Yield |
---|---|
Pd(dippp)2 In benzene at 90℃; for 4.5h; Methylation; | 100% |
Conditions | Yield |
---|---|
With nitric acid; acetic anhydride at 50℃; for 4h; | 97% |
bei der Nitrierung; | |
With Nitroethane; boron trifluoride-dinitrogen tetraoxide |
Conditions | Yield |
---|---|
With nitric acid; Chloroacetic anhydride at 50℃; for 4h; | A 94% B 5% |
With dinitrogen pentoxide; H-faujasite zeolite F-712 In dichloromethane | A 77% B 15% |
With nitric acid at 50℃; for 3h; | A 71.5% B 28.5% |
Conditions | Yield |
---|---|
With nitric acid; propionic acid anhydride at 0 - 50℃; Product distribution / selectivity; | 94% |
With nitric acid; dichloroacetic anhydride at 50℃; for 0.5h; Reagent/catalyst; Time; | 94% |
With nitric acid at 70 - 80℃; anschliessend Erwaermen mit HNO3 auf 80grad; |
Conditions | Yield |
---|---|
With nitric acid In neat (no solvent) at 90℃; for 4h; regioselective reaction; | A 9 %Chromat. B 88% |
With nitric acid In hexane at 90℃; for 4h; regioselective reaction; | A 63.5 %Chromat. B 36.4 %Chromat. |
Conditions | Yield |
---|---|
With succinic acid anhydride; nitric acid at 4℃; for 50h; Product distribution / selectivity; | A 85% B 8.2% |
With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate In hexane at 60℃; for 4h; | A 84% B 16% |
With Perfluorooctanesulfonic acid; nitric acid; ytterbium(III) perfluorooctanesulfonate In hexane at 60℃; for 4h; | A 80% B 18% |
toluene
A
1-methyl-4-nitrobenzene
B
2,4-dinitrotoluene
C
2,6-dinitrotoluene
Conditions | Yield |
---|---|
With succinic acid anhydride; nitric acid at 4℃; for 50h; Product distribution / selectivity; | A 7.9% B 85% C 6.3% |
With nitric acid; dichloroacetic anhydride In dichloromethane at 50℃; for 0.166667h; Time; |
2,4-dinitrobromobenzene
1-Methoxy-2-(dimethyl-alanoxy)-ethan
2,4-dinitrotoluene
Conditions | Yield |
---|---|
Pd(dippp)2 In benzene at 90℃; for 22h; Methylation; | 80% |
Conditions | Yield |
---|---|
With nitric acid; acetic anhydride at 50℃; for 4h; Product distribution / selectivity; | A 25% B 71% |
With nitric acid; acetic anhydride at 20℃; for 16h; Temperature; Reagent/catalyst; |
Conditions | Yield |
---|---|
With rongalite In water; N,N-dimethyl-formamide for 18h; Ambient temperature; | 59% |
toluene
A
1-methyl-4-nitrobenzene
B
1-methyl-2-nitrobenzene
C
2,4-dinitrotoluene
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at 20℃; for 0.00416667h; | A 37.8% B 52.2% C 4.3% |
With di-tert-butyl dicarbonate; nitric acid at 4℃; for 50h; Product distribution / selectivity; | A 47% B 45% C 5.5% |
With butanoic acid anhydride; nitric acid at 50℃; for 4h; |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In benzene at 90℃; for 22h; Methylation; | 51% |
With triphenylphosphine; [(CO)4Fe(μ-PPh2)Pd(μ-Cl)]2 In benzene at 78℃; for 20h; | 86 % Chromat. |
toluene
A
1-methyl-3-nitrobenzene
B
1-methyl-4-nitrobenzene
C
1-methyl-2-nitrobenzene
D
2,4-dinitrotoluene
Conditions | Yield |
---|---|
With trinitratooxovanadium(V) In dichloromethane for 0.05h; Ambient temperature; Further byproducts given; | A 3% B 47% C 50% D n/a |
With trinitratooxovanadium(V) In dichloromethane for 0.1h; Ambient temperature; Further byproducts given; | A 2% B 41% C 35% D 19% |
1-iodo-2,4-dinitrobenzene
1-Methoxy-2-(dimethyl-alanoxy)-ethan
2,4-dinitrotoluene
Conditions | Yield |
---|---|
Pd(dippp)2 In benzene at 90℃; for 22h; Methylation; | 43% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide mixt. of 2,4-dinitrobenzyl bromide and Hg in dry DMF agitated (sealed ampoule, Ar, in the dark, 100 h);; ppt. filtered off, washed with ether, dried, mother liquor chromd. (silica gel, CHCl3);; | A 42% B 27% |
toluene
A
1-methyl-4-nitrobenzene
B
1-methyl-2-nitrobenzene
C
2,4-dinitrotoluene
D
2,6-dinitrotoluene
Conditions | Yield |
---|---|
With trinitratooxovanadium(V) In dichloromethane for 0.1h; Ambient temperature; Further byproducts given; | A 41% B 35% C 19% D 3% |
With sulfuric acid; nitric acid at 20 - 90℃; Product distribution; Further Variations:; Temperatures; Reagents; Nitration; | |
With MoO3 upon silica gel; nitric acid In tetrachloromethane at 20℃; for 2.5h; Product distribution; Further Variations:; Reagents; | |
With sulfuric acid; nitric acid; acetic anhydride at 30℃; Product distribution; Further Variations:; Temperatures; Reagents; residence time; | |
Stage #1: toluene With nitric acid; acetic anhydride at 20℃; Stage #2: With nitric acid; acetic anhydride In water at 50℃; Reagent/catalyst; |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In benzene at 90℃; for 22h; Methylation; | 39% |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In benzene at 90℃; for 22h; Methylation; | 36% |
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride In benzene at 90℃; for 22h; Methylation; | 35% |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In benzene at 90℃; for 22h; Methylation; | 30% |
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) In benzene at 90℃; for 22h; Methylation; | 23% |
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid | |
With sulfuric acid; nitric acid at 0℃; |
Conditions | Yield |
---|---|
beim Erhitzen ueber den Schmelzpunkt; |
2,4-dinitrotoluene
Conditions | Yield |
---|---|
With sodium peroxide |
2-amino-4,6-dinitrotoluene
2,4-dinitrotoluene
Conditions | Yield |
---|---|
Diazotization.Erwaermen der Diazoniumsulfatloesung mit Alkohol; | |
Eintragen der Loesung in siedenden Alkohol.Diazotization; |
(3-methyl-2,6-dinitro-phenyl)-hydrazine
2,4-dinitrotoluene
Conditions | Yield |
---|---|
With copper diacetate; acetic acid |
(3-methyl-2,6-dinitro-phenyl)-hydrazine
copper diacetate
acetic acid
2,4-dinitrotoluene
Conditions | Yield |
---|---|
With hydrogen In methanol at 50℃; under 1500.15 Torr; for 0.25h; Reagent/catalyst; Temperature; Solvent; Pressure; Inert atmosphere; | 100% |
With copper(I) chloride; potassium borohydride In methanol for 0.5h; Ambient temperature; | 95% |
With sodium tetrahydroborate; antimony(III) fluoride In water; acetonitrile at 20℃; for 0.25h; | 95% |
formaldehyd
2,4-dinitrotoluene
2-(2,4-dinitrophenyl)-1,3-dihydroxypropane
Conditions | Yield |
---|---|
With tetraethylammonium tosylate In N,N-dimethyl-formamide for 3.6h; Ambient temperature; electroreduction; | 99% |
Stage #1: formaldehyd; 2,4-dinitrotoluene With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 18 - 28℃; Stage #2: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water | 16.1 g |
Stage #1: formaldehyd; 2,4-dinitrotoluene With potassium tert-butylate In 1-methyl-pyrrolidin-2-one at 20℃; Stage #2: With hydrogenchloride In 1-methyl-pyrrolidin-2-one; water | 16.1 g |
2,4-dinitrotoluene
N,N-dimethyl-formamide dimethyl acetal
(E)-2-(2,4-dinitrophenyl)-N,N-dimethyl-1-ethenamine
Conditions | Yield |
---|---|
for 2h; Heating; | 99% |
In N,N-dimethyl-formamide at 160℃; for 15h; Inert atmosphere; | 96% |
In N,N-dimethyl-formamide Heating; |
2,4-dinitrotoluene
N,N-dimethyl-formamide dimethyl acetal
2,4-Dinitro-ω-dimethylamino-styrol
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 2h; Heating; | 99% |
2,4-dinitrotoluene
1-bromo-2-methyl-3,5-dinitrobenzene
Conditions | Yield |
---|---|
With N-Bromosuccinimide; sulfuric acid at 80℃; for 0.75h; | 98% |
With sulfuric acid; bromine; nitric acid at 80 - 85℃; | 96% |
With N-Bromosuccinimide; sulfuric acid at 60℃; for 2.83333h; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
With hydrogen; montmorillonitesilylaminepalladium(II) In ethanol for 0.166667h; Ambient temperature; | 98% |
With formic acid; triethylamine; palladium on activated charcoal at 100℃; for 1h; | 92% |
With hydrazine hydrate at 90℃; for 16h; | 92% |
2,4-dinitrotoluene
2,4-Dinitro-6-fluor-toluol
Conditions | Yield |
---|---|
With fluorine In acetonitrile at 0 - 10℃; | 98% |
2,4-dinitrotoluene
terephthalaldehyde,
1,4-bis-(2,4-dinitro-styryl)-benzene
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 45℃; for 2h; | 97% |
With piperidine at 160℃; 1.4-bis-<2.4-dinitro-styryl>-benzene of mp: 294 degree; | |
With piperidine at 170℃; |
Conditions | Yield |
---|---|
With dihydrogen peroxide In water at 60℃; for 0.5h; Temperature; Sonication; | 96.3% |
With potassium permanganate; water; magnesium sulfate at 75℃; for 3h; pH=7; | 90.7% |
With cobalt(II) acetate; ozone; acetic acid at 30℃; Product distribution; Equilibrium constant; Further Variations:; Temperatures; Reagents; | 73.8% |
Conditions | Yield |
---|---|
With carbon monoxide; hydrogen sulfide; iron(III) oxide at 325℃; for 17.5h; Product distribution; Mechanism; | A 94.8% B 5.12% |
Conditions | Yield |
---|---|
With lithium hydroxide In N,N,N,N,N,N-hexamethylphosphoric triamide at 20℃; | 94% |
methanol
carbon monoxide
2,4-dinitrotoluene
4-methylbenzene-1,3-diamine
2,4-bis(methoxycarbonylamino)toluene
Conditions | Yield |
---|---|
N,N'-bis(salicylidene)-1,2-phenylene-diaminocobalt(II); toluene-4-sulfonic acid at 170 - 200℃; under 37503.8 Torr; for 6.08333h; | 92.6% |
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride for 1h; Ambient temperature; | 92% |
higher-melting form; | |
With piperidine In toluene for 24h; Reflux; |
Conditions | Yield |
---|---|
With (S)-2-(((tert-butyldimethylsilyl)oxy)diphenylmethyl)pyrrolidine; triethylamine In dichloromethane at 40℃; for 19h; enantioselective reaction; | 92% |
Conditions | Yield |
---|---|
With pyridine; MoO3+Fe2O3 on Al2O3; palladium dichloride In 1,2-dichloro-benzene at 170℃; under 228000 Torr; | 90% |
Stage #1: 2,4-dinitrotoluene at 140℃; under 75007.5 Torr; for 4h; Inert atmosphere; Autoclave; Stage #2: carbon monoxide Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere; Autoclave; | 47.52% |
With iron(III) chloride; pyridine; molybdenum(VI) oxide; palladium dichloride In chlorobenzene at 189.9℃; under 150012 Torr; for 1h; Yield given; | |
With pyridine; tungsten(VI) oxide; palladium dichloride In chlorobenzene Product distribution; effect of temperature, reagents ratio, pressure, catalyst; |
Conditions | Yield |
---|---|
With (S)-2-(diphenyl((triethylsilyl)oxy)methyl)pyrrolidine; benzoic acid In dimethyl sulfoxide at 20℃; for 48h; Michael Addition; enantioselective reaction; | 90% |
Conditions | Yield |
---|---|
With nickel; hydrazine hydrate In ethanol; 1,2-dichloro-ethane at 50 - 60℃; for 4h; | A 88% B 10% |
With baker's yeast In ethanol; water at 32℃; for 96h; | A 22% B 22% |
With ammonium sulfide; ethanol |
2,4-dinitrotoluene
(E)-3-(3-fluorophenyl)acrylaldehyde
Conditions | Yield |
---|---|
With (S)-2-(diphenyl((triethylsilyl)oxy)methyl)pyrrolidine; benzoic acid In dimethyl sulfoxide at 20℃; for 48h; Michael Addition; enantioselective reaction; | 88% |
trimorpholylmethane
2,4-dinitrotoluene
4-[(E)-2-(2,4-Dinitro-phenyl)-vinyl]-morpholine
Conditions | Yield |
---|---|
86% |
Conditions | Yield |
---|---|
With hydrogenchloride; palladium(II) chloride In ethanol | 85.3% |
Conditions | Yield |
---|---|
With pyrrolidine for 0.00833333h; microwave irradiation; | 85% |
With piperidine at 160 - 170℃; | |
With piperidine |
1,2-Pyrrolidinedicarboxylicacid, 4-azido-, 1-(1,1-dimethylethyl) 2-methyl ester, (2S,4R)-
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