Conditions | Yield |
---|---|
With hydrogenchloride; tin at 90℃; for 7h; | 99% |
With hydrogenchloride; hydrogen; nickel In ethanol | 96% |
Stage #1: 3,5-dibromonitrobenzene With tin(II) chloride dihdyrate In tetrahydrofuran; methanol at 60℃; for 20h; Stage #2: With water; sodium hydroxide for 2h; | 90% |
Conditions | Yield |
---|---|
With bis(triphenylphosphine)nickel(II) chloride; lithium hexamethyldisilazane In toluene at 100℃; for 2h; Glovebox; Sealed tube; | 81% |
3,5-dibromoaniline
Conditions | Yield |
---|---|
With O-(2,4-dinitrophenyl)hydroxylamine In toluene at 100℃; for 30h; Inert atmosphere; | 56% |
hydrogenchloride
N,N'-bis-(3,5-dibromo-phenyl)-hydrazine
A
3,5-dibromoaniline
B
3,3′,5,5′-tetrabromo-1,1′-azobenzene
Conditions | Yield |
---|---|
at 150℃; im Rohr; |
N,N'-bis-(3,5-dibromo-phenyl)-hydrazine
sulfuric acid
A
3,5-dibromoaniline
B
2,6,2',6'-tetrabromo-benzidine
C
4,6,2',6'-tetrabromo-biphenyl-2,4'-diyldiamine
D
3,3′,5,5′-tetrabromo-1,1′-azobenzene
Conditions | Yield |
---|---|
bei der Reduktion; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: NaNO2; H2SO4; aq. H3PO4 / 2 h 1.2: urea; H2SO4; aq. H3PO4 / 20 °C 1.3: 85 percent / H2SO4; aq. H3PO4 / 0 - 20 °C 2.1: 99 percent / tin; aq. HCl / 7 h / 90 °C View Scheme | |
Multi-step reaction with 2 steps 1: 80 percent / H2SO4; NaNO2 / ethanol / 36 h / 90 °C 2: 89 percent / SnCl2*2H2O / ethanol; tetrahydrofuran / 20 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: 97 percent / NaNO2, H2SO4 / ethanol 2: 96 percent / 1.) H2; 2.) aq. HCl / Raney Ni / ethanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 97 percent / Br2 / acetic acid / 4 h / 65 °C 2: 80 percent / H2SO4; NaNO2 / ethanol / 36 h / 90 °C 3: 89 percent / SnCl2*2H2O / ethanol; tetrahydrofuran / 20 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: diluted hydrochloric acid; bromine 3: tin; hydrochloric acid View Scheme | |
Multi-step reaction with 3 steps 1: aqueous sulfuric acid; bromine 3: iron; diluted sulfuric acid View Scheme | |
Multi-step reaction with 3 steps 1.1: acetic acid; bromine / 4 h / 65 °C 2.1: sulfuric acid; sodium nitrite / ethanol / 40 h / 80 °C 3.1: tin(II) chloride dihdyrate / methanol; tetrahydrofuran / 20 h / 60 °C 3.2: 2 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 98 percent / Br2 / acetic acid 2: 97 percent / NaNO2, H2SO4 / ethanol 3: 96 percent / 1.) H2; 2.) aq. HCl / Raney Ni / ethanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: beim Nitrieren 2: alcohol; ammonia / 160 °C 3: hydrochloric acid; bromine 5: alcohol; ammonia / 150 °C 7: tin; hydrochloric acid View Scheme |
1,3-dibromo-2-methoxy-5-nitrobenzene
3,5-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alcohol; ammonia / 180 °C 3: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alcohol; ammonia / 150 °C 3: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: alcohol; ammonia / >180 2: hydrochloric acid; bromine 4: alcohol; ammonia / 150 °C 6: tin; hydrochloric acid View Scheme |
2,4-dibromonitrobenzene
3,5-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: alcohol; ammonia / 160 °C 2: hydrochloric acid; bromine 4: alcohol; ammonia / 150 °C 6: tin; hydrochloric acid View Scheme |
2,3,5-tribromonitrobenzene
3,5-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alcohol; ammonia / 140 °C 3: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: hydrochloric acid; bromine 3: alcohol; ammonia / 150 °C 5: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: tin; hydrochloric acid View Scheme |
3,5-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 2: alcohol; ammonia / 150 °C 4: tin; hydrochloric acid View Scheme |
4,6-dibromo-2-nitroanisole
3,5-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: alcohol; ammonia / 170 °C 3: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Bromieren 3: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: nitric acid / Verseifen das entstandene Gemisch mit Kalilauge und destillieren mit Wasserdampf 2: Bromieren 4: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: alcoholic ammonium sulfide 2: Bromieren 4: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: concentrated sulfuric acid; fuming nitric acid 2: alcoholic ammonium sulfide 3: Bromieren 5: tin; hydrochloric acid View Scheme |
Conditions | Yield |
---|---|
With C24H12Cu2F9N4O7; tetrabutylammomium bromide; ammonia; caesium carbonate In water at 110 - 140℃; for 16h; | 100% |
bis[(trimethylsilyl)methyl](1,5-cyclooctadiene)palladium(II)
3,5-dibromoaniline
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 1h; | 99% |
Conditions | Yield |
---|---|
In methanol for 12h; Reflux; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane at 20℃; | 96% |
Conditions | Yield |
---|---|
Stage #1: formaldehyd With sulfuric acid In tetrahydrofuran; water at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 3,5-dibromoaniline With sodium tetrahydroborate In tetrahydrofuran; water at 0 - 20℃; for 2h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
Stage #1: 3,5-dibromoaniline; 4-carboxyphenylboronic acid With potassium carbonate In water; acetonitrile for 1h; Schlenk technique; Inert atmosphere; Stage #2: With bis-triphenylphosphine-palladium(II) chloride In water; acetonitrile at 100℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; | 96% |
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In water; acetonitrile at 100℃; for 48h; Sealed tube; Inert atmosphere; | 79% |
3,5-dibromoaniline
C6H3Br2NOS
Conditions | Yield |
---|---|
With thionyl chloride Michaelis reaction; | 95% |
formaldehyd
3,5-dibromoaniline
1,5-Bis(3,5-dibromphenyl)-3,7-dioxa-1,5-diazacyclooctan
Conditions | Yield |
---|---|
With sulfuric acid In 1,4-dioxane; water for 2h; Ambient temperature; | 91% |
3,5-dibromoaniline
2-Methoxybenzoyl chloride
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; | 91% |
3,5-dibromoaniline
Benzoyl isothiocyanate
1-benzoyl-3-(3,5-dibromophenyl)thiourea
Conditions | Yield |
---|---|
In acetone at 20℃; for 0.5h; | 90% |
3,5-dibromoaniline
3,4,5-trimethoxyphenylboronic Acid
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane; water Reflux; | 90% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; | 88% |
Conditions | Yield |
---|---|
Reflux; | 87% |
Conditions | Yield |
---|---|
With sulfuric acid; sodium 3-nitrobenzenesulfonate at 100 - 135℃; for 3h; | 87% |
Stage #1: 3,5-dibromoaniline With methanesulfonic acid; iron(ll)sulfate heptahydrate; sodium 3-nitrobenzenesulfonate at 120℃; Stage #2: glycerol at 130℃; Skraup Quinoline Synthesis; | 56% |
With sulfuric acid; nitrobenzene |
benzene-1,3-dicarboxylethylester-5-boronic acid
3,5-dibromoaniline
Conditions | Yield |
---|---|
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; Inert atmosphere; | 86% |
iodobenzene
3,5-dibromoaniline
N'-phenyl-(1,1';3',1'-terphenyl)-5'-amine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 5h; | 86% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 18h; | 85% |
Conditions | Yield |
---|---|
With tricyclohexylphosphine In water; toluene at 20 - 100℃; for 18h; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 18h; | 83% |
With pyridine; acetone | |
With sodium acetate; acetic acid |
Conditions | Yield |
---|---|
In tetrahydrofuran for 18h; Reflux; | 83% |
3,5-dibromoaniline
1,3-dibromo-5-iodobenzene
Conditions | Yield |
---|---|
With hydrogenchloride; potassium iodide; sodium nitrite In water; acetonitrile at 0℃; | 82% |
Stage #1: 3,5-dibromoaniline With sulfuric acid; sodium nitrite at 0 - 50℃; Stage #2: With potassium iodide In water at 0 - 80℃; for 1.25h; | 80% |
Stage #1: 3,5-dibromoaniline With phosphoric acid; sulfuric acid; sodium nitrite at 0 - 20℃; Stage #2: With sulfuric acid; urea; potassium iodide; phosphoric acid at 20 - 50℃; | 72% |
Stage #1: 3,5-dibromoaniline With sulfuric acid; sodium nitrite at 0℃; for 2h; Stage #2: With potassium iodide at 80℃; for 0.25h; Sandmeyer reaction; | 70% |
Diazotization; |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran at 80℃; for 72h; Schlenk technique; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 1h; | 81% |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water at 140℃; for 1.5h; Microwave irradiation; Sealed tube; | 81% |
3,5-dibromoaniline
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); Aliquat 336; potassium carbonate In tetrahydrofuran at 75℃; for 24h; Reflux; Inert atmosphere; | 81% |
3,5-dibromoaniline
3,5-bis-trifluromethylphenylboronic acid
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium carbonate In tetrahydrofuran; water Inert atmosphere; Reflux; | 81% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 125℃; for 4h; | 80% |
With potassium carbonate In acetonitrile at 125℃; for 4h; Inert atmosphere; Schlenk technique; | 80% |
With potassium carbonate In acetonitrile for 24h; Reflux; | 73% |
With potassium carbonate In acetonitrile Reflux; | 73% |
3,5-dibromoaniline
3-(4-fluorophenyl)-4-hydroxyfuran-2(5H)-one
4-(3,5-dibromophenylamino)-3-(4-fluorophenyl)furan-2(5H)-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 90℃; Reflux; | 79% |
IUPAC Name:3,5-dibromoaniline
Molecular Formula:C6H5Br2N
Molecular Weight:250.918600 g/mol
Density:2.022 g/cm3
Flash Point:133.3 °C
Enthalpy of Vaporization:53.66 kJ/mol
Boiling Point:296.8 °C at 760 mmHg
Vapour Pressure:0.0014 mmHg at 25 °C
storage temp.:keep Cold
Synonyms of 3,5-Dibromoaniline(626-40-4):
benzenamine, 3,5-dibromo-;3,5-Dibromoaniline
Categories of 3,5-Dibromoaniline(626-40-4):Amines;blocks;Bromides
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