4-chloro-2-nitrobenzonitrile
4-chloro-2-nitro-benzoic acid
Conditions | Yield |
---|---|
With sulfuric acid | |
With sulfuric acid | |
With sulfuric acid | |
Multi-step reaction with 2 steps 1: sulfuric acid 2: sulfuric acid View Scheme |
Conditions | Yield |
---|---|
With nitric acid at 200℃; | |
With pyridine; potassium permanganate; water | |
With potassium permanganate |
Conditions | Yield |
---|---|
With potassium permanganate |
4-chloro-2-nitrobenzoic amide
4-chloro-2-nitro-benzoic acid
Conditions | Yield |
---|---|
With sulfuric acid |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: durch Austausch von NH2 gegen CN nach Sandmeyer 2: concentrated sulfuric acid View Scheme | |
Multi-step reaction with 2 steps 2: sulfuric acid View Scheme | |
Multi-step reaction with 2 steps 1: copper (II)-sulfate; alkali cyanide; water; sulfuric acid; Wasser / Edukt 4: Natriumnitrit 2: aqueous sulfuric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid 2: KMnO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: SbCl5; chlorine / <40 2: nitric acid / 200 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: KMnO4 View Scheme | |
Multi-step reaction with 2 steps 2: nitric acid / 200 °C View Scheme |
Conditions | Yield |
---|---|
With nitric acid In water at 60℃; for 6h; Cooling with ice; |
4-chloro-2-nitro-benzoic acid
4-chloro-2-nitro-benzoyl chloride
Conditions | Yield |
---|---|
With thionyl chloride In toluene for 3h; Heating; | 100% |
With thionyl chloride In DMF (N,N-dimethyl-formamide) at 26 - 65℃; for 5h; | 100% |
With thionyl chloride at 80℃; Inert atmosphere; | 90% |
4-chloro-2-nitro-benzoic acid
dimethyl sulfate
methyl 4-chloro-2-nitrobenzoate
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 0.5h; Esterification; Heating; | 100% |
4-chloro-2-nitro-benzoic acid
4-chloro-2-nitrobenzoic amide
Conditions | Yield |
---|---|
With ammonium hydroxide; thionyl chloride In dichloromethane; ethyl acetate | 99% |
With ammonium hydroxide; thionyl chloride 1.) PhMe, reflux; Multistep reaction; | |
Multi-step reaction with 2 steps 1: thionyl chloride / toluene; dimethylformamide / Heating 2: 30 percent aq. NH3 / dioxane / 20 °C View Scheme |
4-chloro-2-nitro-benzoic acid
N-cyclohexylglycine t-butyl ester
Conditions | Yield |
---|---|
With triethylamine; HATU In N,N-dimethyl-formamide for 12h; | 98% |
4-chloro-2-nitro-benzoic acid
2-chloro-5-bromonitrobenzene
Conditions | Yield |
---|---|
With trichloroisocyanuric acid; bromine In tetrachloromethane at 10 - 100℃; for 18h; Photolysis; | 96% |
With copper(l) iodide; oxygen; copper(I) bromide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Schlenk technique; Sealed tube; | 81% |
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium bromide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique; | 64% |
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
4-chlorobenzaldehyde
2-(3,4-dimethoxyphenyl)-ethylamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 95% |
tryptamine
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
4-chlorobenzaldehyde
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 95% |
4-chloro-2-nitro-benzoic acid
phenethylamine
4-chloro-2-nitro-N-phenethylbenzamide
Conditions | Yield |
---|---|
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 60℃; for 4h; | 94% |
With pyridine; 2-(1H-9-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluroniumhexafluorophosphate In N,N-dimethyl-formamide for 1h; |
4-chloro-2-nitro-benzoic acid
N,N-dimethyl-formamide
N,N-dimethyl-4-chloro-2-nitrobenzamide
Conditions | Yield |
---|---|
With trichlorophosphate at 120℃; for 1h; Sealed tube; | 94% |
With trichlorophosphate at 120℃; for 1h; | 94% |
With dipotassium peroxodisulfate; (p-cymene)ruthenium(II) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene at 160℃; for 24h; | 37% |
With potassium thiosulfate; [RhCl2(p-cymene)]2; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene at 160℃; for 24h; Inert atmosphere; Sealed tube; | 37% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; | 93% |
3-quinolylcarboxaldehyde
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
2-(3,4-dimethoxyphenyl)-ethylamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 93% |
4-chloro-2-nitro-benzoic acid
(4-chloro-2-nitrophenyl)methanol
Conditions | Yield |
---|---|
With dimethylsulfide borane complex In tetrahydrofuran at 80℃; for 3h; Inert atmosphere; | 91% |
With dimethylsulfide borane complex In tetrahydrofuran at 80℃; for 3h; Inert atmosphere; | 52% |
With boron dimethyl-trifluoro sulphide In tetrahydrofuran at 0 - 60℃; Inert atmosphere; | |
With borane-THF In tetrahydrofuran at 0 - 20℃; for 72h; |
Conditions | Yield |
---|---|
With thionyl chloride for 6h; | 90% |
With thionyl chloride at 0 - 50℃; for 24h; Inert atmosphere; | 67% |
With sulfuric acid Reflux; |
pyridine-2-carbaldehyde
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
O-(2-Methoxy-ethyl)-hydroxylamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 90% |
tryptamine
4-chloro-2-nitro-benzoic acid
4-chloro-N-[2-(1H-indol-3-yl)ethyl]-2-nitrobenzamide
Conditions | Yield |
---|---|
Stage #1: 4-chloro-2-nitro-benzoic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; Stage #2: tryptamine In N,N-dimethyl-formamide at 20℃; for 12h; | 89% |
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
4-methoxy-benzaldehyde
2,2-dimethoxyethylamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 89% |
Conditions | Yield |
---|---|
With copper(l) iodide; oxygen In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 30h; Reagent/catalyst; Solvent; Schlenk technique; Sealed tube; | 87% |
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper (I) acetate; silver sulfate; sodium iodide In dimethyl sulfoxide at 160℃; for 24h; Schlenk technique; | 72% |
With 2.9-dimethyl-1,10-phenanthroline; oxygen; copper diacetate; silver sulfate; sodium iodide In dimethyl sulfoxide at 160℃; under 760.051 Torr; for 20h; Schlenk technique; | 72% |
4-chloro-2-nitro-benzoic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 30℃; for 16h; | 87% |
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
4-methoxy-benzaldehyde
2-(3,4-dimethoxyphenyl)-ethylamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 87% |
4-methylphenylglyoxal
Cyclohexyl isocyanide
4-chloro-2-nitro-benzoic acid
3-bromopropylamine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 4-methylphenylglyoxal; Cyclohexyl isocyanide; 4-chloro-2-nitro-benzoic acid; 3-bromopropylamine hydrochloride With sodium hydroxide In methanol at 20℃; for 24h; Stage #2: With caesium carbonate In methanol at 20℃; for 1h; | 87% |
Cyclohexyl isocyanide
4-chloro-2-nitro-benzoic acid
3-bromopropylamine hydrochloride
p-methoxyphenylglyoxal
Conditions | Yield |
---|---|
Stage #1: Cyclohexyl isocyanide; 4-chloro-2-nitro-benzoic acid; 3-bromopropylamine hydrochloride; p-methoxyphenylglyoxal With sodium hydroxide In methanol at 20℃; for 24h; Stage #2: With caesium carbonate In methanol at 20℃; for 1h; | 86% |
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
4-methoxy-benzaldehyde
O-(2-Methoxy-ethyl)-hydroxylamine
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 84% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Steglich Esterification; | 83% |
2-methylfuran
4-chloro-2-nitro-benzoic acid
2-methyl-5-(4-chloro-2-nitrophenyl)-furan
Conditions | Yield |
---|---|
With palladium(II) trifluoroacetate; triphenylphosphine; silver carbonate In 1,2-dimethoxyethane; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; Glovebox; | 83% |
4-chloro-2-nitro-benzoic acid
ethyl 1,2,3,4-tetrahydro-β-carboline-3-carboxylate
2-(4-Chloro-2-nitro-benzoyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane for 3h; Ambient temperature; | 82% |
4-chloro-2-nitro-benzoic acid
4,4'-dichloro-2,2'-dinitrobiphenyl
Conditions | Yield |
---|---|
With copper(l) iodide In dimethyl sulfoxide at 140℃; for 20h; Catalytic behavior; Solvent; Reagent/catalyst; Inert atmosphere; | 82% |
With triphenylphosphine; silver carbonate; palladium dichloride In dimethyl sulfoxide at 130℃; for 6h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; caesium carbonate; copper(l) chloride; silver(l) oxide In N,N-dimethyl-formamide at 110℃; for 23h; Inert atmosphere; | 81% |
With 1,10-Phenanthroline; di-tert-butyl peroxide; oxygen; potassium carbonate; copper(I) bromide In toluene at 140℃; for 24.25h; Molecular sieve; Schlenk technique; Sealed tube; regioselective reaction; | 78% |
With bis(tricyclohexylphosphine)nickel(II) dichloride; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; silver carbonate; p-benzoquinone at 170℃; for 24h; Sealed tube; | 72% |
4-chloro-2-nitro-benzoic acid
thiophenol
4-chloro-2-nitrophenyl phenyl sulfide
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-Phenanthroline; oxygen; potassium carbonate In dimethyl sulfoxide at 140℃; for 24h; Molecular sieve; | 81% |
2-fluoro-5-nitrobenzoic acid
4-chloro-2-nitro-benzoic acid
C12H6ClFN2O4
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); silver carbonate; tricyclohexylphosphine In 1,2-dimethoxyethane; dimethyl sulfoxide at 120℃; for 24h; Inert atmosphere; | 80% |
tert-butylisonitrile
4-chloro-2-nitro-benzoic acid
glycine ethyl ester hydrochloride
2-<2-(1,3-dioxolanyl)>benzaldehyde
4-(2-(tert-butyl)-3-oxo-2,3-dihydroisoquinolin-4-yl)-8-chloro-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione
Conditions | Yield |
---|---|
Stage #1: tert-butylisonitrile; 4-chloro-2-nitro-benzoic acid; glycine ethyl ester hydrochloride; 2-<2-(1,3-dioxolanyl)>benzaldehyde With sodium carbonate In methanol at 20℃; for 12h; Ugi Condensation; Inert atmosphere; Stage #2: With perchloric acid In water; acetonitrile at 20℃; for 8h; Inert atmosphere; Stage #3: With acetic acid; zinc In water; acetonitrile at 60℃; for 8h; Inert atmosphere; | 80% |
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