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N-[methyl]-N-[methoxy]3-fluoro-4-nitrobenzamide
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: N-[methyl]-N-[methoxy]3-fluoro-4-nitrobenzamide With diisobutylaluminium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: With hydrogenchloride; water In tetrahydrofuran | 88% |
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With trifluoroacetic acid at 70 - 75℃; for 20h; | 86% |
(3-fluoro-4-nitrophenyl)methanol
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In ethyl acetate at 70℃; for 2h; Solvent; Temperature; Reagent/catalyst; | 82% |
With manganese(IV) oxide In dichloromethane at 20℃; | 66% |
2-fluoro-4-methyl-1-nitrobenzene
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-fluoro-4-methyl-1-nitrobenzene With chromium(VI) oxide; sulfuric acid; acetic anhydride Stage #2: With sulfuric acid; water In ethanol Further stages.; | 50% |
Stage #1: 2-fluoro-4-methyl-1-nitrobenzene With chromium(VI) oxide; sulfuric acid; acetic acid at 5 - 10℃; for 3h; Stage #2: With water; sodium hydrogencarbonate for 0.25h; Stage #3: With hydrogenchloride; ethanol; water for 0.25h; Heating / reflux; | 29.2% |
With chromium(VI) oxide; sulfuric acid 1.) acetic anhydride, 0 degC, 3 h; 2.) ethanol, water, 1 h; Yield given. Multistep reaction; |
Acetic acid acetoxy-(3-fluoro-4-nitro-phenyl)-methyl ester
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid In water at 115℃; for 0.75h; |
3-fluoro-4-nitrobenzoic acid
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 17 h / 20 °C 2: diisobutylaluminium hydride / tetrahydrofuran / 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid / 8 h / 80 °C 2: sodium tetrahydroborate / methanol; tetrahydrofuran / 60 °C / Cooling with ice 3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 2 h / 70 °C View Scheme |
Conditions | Yield |
---|---|
In acetonitrile at 120℃; for 1.58333h; Cooling with ice; | 100% |
In tetrahydrofuran at 20℃; for 2 - 3h; |
3-hydroxy-4-methoxybenzoate
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 3-hydroxy-4-methoxybenzoate With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 3-fluoro-4-nitro-benzaldehyde In N,N-dimethyl-formamide at 20℃; for 1h; | 95% |
malonic acid
3-fluoro-4-nitro-benzaldehyde
4-nitro-3-fluorocinnamic acid
Conditions | Yield |
---|---|
pyridine In ethanol for 6h; Heating / reflux; | 90% |
4-(2-(4-bromobenzylthio)acetyl)benzoic acid
3-fluoro-4-nitro-benzaldehyde
(E)-4-(2-(4-bromobenzylthio)-3-(3-fluoro-4-nitrophenyl)acryloyl)benzoic acid
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid Knoevenagel condensation; Reflux; | 90% |
2-(piperidin-4-yl)propan-2-ol
3-fluoro-4-nitro-benzaldehyde
2-(1-(3-fluoro-4-nitrobenzyl)piperidin-4-yl)propan-2-ol
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 5℃; for 0.75h; | 88% |
With sodium tris(acetoxy)borohydride In dichloromethane; acetic acid at 20℃; for 1h; | 86% |
1-cyclopropylethanol
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 1-cyclopropylethanol With 1H-imidazole; iodine; triphenylphosphine In chloroform at 0 - 20℃; Inert atmosphere; Stage #2: With triphenylphosphine In chloroform; acetonitrile for 15h; Inert atmosphere; Reflux; Stage #3: 3-fluoro-4-nitro-benzaldehyde With potassium hexamethylsilazane In tetrahydrofuran; chloroform; acetonitrile at 0 - 20℃; for 1h; Inert atmosphere; | 88% |
(tert-butyloxycarbonylmethyl)triphenylphosphonium chloride
3-fluoro-4-nitro-benzaldehyde
(E)-3-(3-fluoro-4-nitro-phenyl)-acrylic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: (tert-butyloxycarbonylmethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran for 0.25h; Stage #2: 3-fluoro-4-nitro-benzaldehyde In tetrahydrofuran for 1.5h; | 86% |
(tert-butoxycarbonylmethyl)triphenylphosphonium bromide
3-fluoro-4-nitro-benzaldehyde
(E)-3-(3-fluoro-4-nitro-phenyl)-acrylic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: (tert-butoxycarbonylmethyl)triphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.25h; Stage #2: 3-fluoro-4-nitro-benzaldehyde In tetrahydrofuran at 20℃; for 1.5h; | 86% |
1-methyl-piperazine
3-fluoro-4-nitro-benzaldehyde
1-(3-fluoro-4-nitrobenzyl)-4-methylpiperazine
Conditions | Yield |
---|---|
Stage #1: 1-methyl-piperazine; 3-fluoro-4-nitro-benzaldehyde With acetic acid In toluene at 20℃; for 1.5h; Stage #2: With sodium tris(acetoxy)borohydride In toluene for 2h; Stage #3: With sodium hydrogencarbonate In methanol; water; toluene for 0.5h; | 82% |
Methyl diethylphosphonoacetate
3-fluoro-4-nitro-benzaldehyde
(E)-3-(3-Fluoro-4-nitro-phenyl)-acrylic acid methyl ester
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran Horner-Emmons olefination; | 80% |
3-fluoro-4-nitro-benzaldehyde
3-fluoro-4-nitrobenzaldehyde oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In ethanol at 60 - 65℃; for 2h; | 77.4% |
With pyridine; hydroxylamine hydrochloride In ethanol Reflux; |
2,4-thiazolidinedion
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With acetic acid; 3-amino propanoic acid at 100℃; | 77% |
isonipecotic acid methyl ester
3-fluoro-4-nitro-benzaldehyde
methyl 1-(5-formyl-2-nitrophenyl)piperidine-4-carboxylate
Conditions | Yield |
---|---|
With caesium carbonate In dimethyl sulfoxide at 20 - 70℃; for 2.5h; | 68% |
methyl 2-(3,4-diaminophenyl)acetate
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With ammonium cerium (IV) nitrate; dihydrogen peroxide In water; acetonitrile at 50℃; for 0.833333h; Inert atmosphere; | 65% |
Conditions | Yield |
---|---|
Stage #1: 1-indoline; 3-fluoro-4-nitro-benzaldehyde In 1,2-dichloro-ethane at 0℃; for 0.5h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 0℃; for 5h; | 62% |
3-fluoro-4-nitro-benzaldehyde
3-Fluoro-4-nitro-benzylamine
Conditions | Yield |
---|---|
With ammonium acetate; molecular sieve; sodium cyanoborohydride In methanol for 24h; | 61% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 12h; | 56% |
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With sodium azide In N,N-dimethyl-formamide at 35℃; for 22h; | 29% |
triphenyl phosphite
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With acetic acid at 80℃; for 4h; | 27% |
2-(2-methylphenyl)-quinazolin-4(3H)-one
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; zinc diacetate In 1,2-dichloro-ethane at 80℃; for 20h; Sealed tube; | 25% |
propargyl alcohol
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 16h; | 22% |
2-(2-methylphenyl)-quinazolin-4(3H)-one
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; copper diacetate In 1,2-dichloro-ethane at 150℃; for 20h; Sealed tube; | 12% |
pyrrole
3-fluoro-4-nitro-benzaldehyde
Conditions | Yield |
---|---|
With acetic acid for 3.5h; Darkness; Reflux; | 6.7% |
3-fluoro-4-nitro-benzaldehyde
3,4-diaminobenzoic acid
2-(3-fluoro-4-nitro-phenyl)-1H-benzoimidazole-5-carboxylic acid
Conditions | Yield |
---|---|
In nitrobenzene at 155 - 160℃; for 18h; |
3-fluoro-4-nitro-benzaldehyde
2-(4-amino-3-fluoro-phenyl)-1H-benzoimidazole-5-carboxylic acid pyridin-2-ylamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: nitrobenzene / 18 h / 155 - 160 °C 2.1: 1,1'-carbonyldiimidazole / dimethylformamide / 3 h / 80 °C 2.2: dimethylformamide / 18 h / Heating 3.1: H2 / Pd/C / ethanol; dimethylformamide / 6 h / 70 - 90 °C View Scheme |
3-fluoro-4-nitro-benzaldehyde
2-(3-fluoro-4-nitro-phenyl)-1H-benzoimidazole-5-carboxylic acid pyridin-2-ylamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: nitrobenzene / 18 h / 155 - 160 °C 2.1: 1,1'-carbonyldiimidazole / dimethylformamide / 3 h / 80 °C 2.2: dimethylformamide / 18 h / Heating View Scheme |
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