2,6-dibromobenzamide
2,6-dibromoaniline
Conditions | Yield |
---|---|
With bromine; potassium hydroxide In water at 5℃; Reflux; | 83% |
With sodium hypobromide |
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromobenzoic acid With sulfuric acid at 60℃; for 1.5h; Stage #2: With sodium azide at 20℃; for 42h; Schmidt rearrangement; Stage #3: With ammonium hydroxide at 0℃; | 78% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; potassium bromide; HZSM-5 In acetic acid at 20℃; for 4h; Bromination; | A 67% B 29% |
With sodium perborate; ammonium heptamolybdate; potassium bromide In acetic acid at 20℃; for 2h; Bromination; |
Conditions | Yield |
---|---|
With water Inert atmosphere; | A 60% B 56% |
1,3-dibromo-2-nitrobenzene
2,6-dibromoaniline
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride | |
bei der Reduktion; |
3,5-dibromosulfanilamide
2,6-dibromoaniline
Conditions | Yield |
---|---|
With sulfuric acid at 175 - 180℃; Darst. Beim Einleiten von Wasserdampf; | |
With sulfuric acid |
2,6-dibromoaniline
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; sodium nitrite |
3,5-dibromosulfanilic acid
2,6-dibromoaniline
Conditions | Yield |
---|---|
With sulfuric acid und leitet ueberhitzten Wasserdampf ein; | |
With sulfuric acid |
Conditions | Yield |
---|---|
With sulfuric acid for 8h; Heating; Yield given; |
sulfuric acid
3,5-dibromosulfanilamide
A
2,6-dibromoaniline
B
2,4,6-tribromoaniline
sulfuric acid
(4-amino-3,5-dibromo-phenyl)-arsonic acid
2,6-dibromoaniline
Conditions | Yield |
---|---|
at 180℃; |
Conditions | Yield |
---|---|
Einleiten von ueberhitztem Wasserdampf; |
2-bromoaniline
A
2,4-dibromo-aniline
B
2,6-dibromoaniline
C
2,4,6-tribromoaniline
Conditions | Yield |
---|---|
With sodium perborate; potassium bromide In acetic acid at 20℃; for 14.5h; Bromination; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: KOH / methanol 2: 70percent sulfuric acid / 8 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: Br2 2: KOH / methanol 3: 70percent sulfuric acid / 8 h / Heating View Scheme |
2,6-dibromobenzoyl chloride
2,6-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: diethyl ether; aqueous hydrazine hydrate 2: hydrochloric acid; glacial acetic acid; sodium nitrite View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; hydrochloric acid; NaOH; bromine 2: sulfuric acid / und leitet ueberhitzten Wasserdampf ein View Scheme | |
Multi-step reaction with 2 steps 1: water; hydrochloric acid; NaOH; bromine / 0 °C 2: sulfuric acid / und leitet ueberhitzten Wasserdampf ein View Scheme |
4-bromo-3-nitroaniline
2,6-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: glacial acetic acid; NaOBr / 0 °C / man kocht das Reaktionsprodukt mit Essigsaeureanhydrid, trennt die beiden Acetylderivate durch fraktionierte Krystallisation aus Alkohol und verseift sie durch Erhitzen mit konz.Schwefelsaeure auf 120grad 3: bei der Reduktion View Scheme |
2,6-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: bei der Reduktion View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: concentrated acetic acid; NaOBr 2: glacial acetic acid; NaOBr / 0 °C / man kocht das Reaktionsprodukt mit Essigsaeureanhydrid, trennt die beiden Acetylderivate durch fraktionierte Krystallisation aus Alkohol und verseift sie durch Erhitzen mit konz.Schwefelsaeure auf 120grad 4: bei der Reduktion View Scheme | |
Multi-step reaction with 4 steps 1: chloroform; bromine 2: glacial acetic acid; NaOBr / 0 °C / man kocht das Reaktionsprodukt mit Essigsaeureanhydrid, trennt die beiden Acetylderivate durch fraktionierte Krystallisation aus Alkohol und verseift sie durch Erhitzen mit konz.Schwefelsaeure auf 120grad 4: bei der Reduktion View Scheme |
2,6-dibromo-N-(trimethylsilyl)aniline
A
2,6-dibromo-N,N'-bis(trimethylsilyl)aniline
B
2,6-dibromoaniline
Conditions | Yield |
---|---|
at 50 - 60℃; for 19h; |
Conditions | Yield |
---|---|
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 3h; |
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: ammonia / dimethyl sulfoxide / 80 - 120 °C 2.1: sulfuric acid; sodium nitrite / water / 10 °C 2.2: 45 °C 3.1: ammonia / dimethyl sulfoxide / 80 - 120 °C 4.1: sulfuric acid; sodium nitrite / water / 10 °C 4.2: 45 °C 5.1: sulfuric acid / 55 °C 6.1: potassium hydroxide; bromine / water / 5 °C / Reflux View Scheme |
2-amino-6-fluorobenzonitrile
2,6-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: sulfuric acid; sodium nitrite / water / 10 °C 1.2: 45 °C 2.1: ammonia / dimethyl sulfoxide / 80 - 120 °C 3.1: sulfuric acid; sodium nitrite / water / 10 °C 3.2: 45 °C 4.1: sulfuric acid / 55 °C 5.1: potassium hydroxide; bromine / water / 5 °C / Reflux View Scheme |
2-bromo-6-fluorobenzonitrile
2,6-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: ammonia / dimethyl sulfoxide / 80 - 120 °C 2.1: sulfuric acid; sodium nitrite / water / 10 °C 2.2: 45 °C 3.1: sulfuric acid / 55 °C 4.1: potassium hydroxide; bromine / water / 5 °C / Reflux View Scheme |
2-amino-6-bromobenzonitrile
2,6-dibromoaniline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sulfuric acid; sodium nitrite / water / 10 °C 1.2: 45 °C 2.1: sulfuric acid / 55 °C 3.1: potassium hydroxide; bromine / water / 5 °C / Reflux View Scheme |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 2h; Heating / reflux; | 100% |
2,4,6-tris[4-(tert-butyldimethylsilanyloxy)phenyl]cyclotriboroxane
2,6-dibromoaniline
3-bromo-4’-(tert-butyldimethylsilyloxy)biphenyl-2-amine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); ethanol; sodium carbonate In water; benzene for 3h; Inert atmosphere; Reflux; | 100% |
Conditions | Yield |
---|---|
With acetic acid; isopentyl nitrite at 0 - 5℃; Diazotization; | 99% |
2,6-dibromoaniline
4,4,5,5-tetramethyl-2-(1-phenylvinyl)-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride; potassium hydroxide In tetrahydrofuran at 70℃; for 24h; | 99% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 95℃; for 48h; Inert atmosphere; Sealed tube; | 98% |
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 1.33333h; Suzuki Coupling; | 96% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; benzene for 24h; Heating; | 95% |
Conditions | Yield |
---|---|
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); triethylamine In neat (no solvent) at 90℃; Inert atmosphere; Schlenk technique; | 98% |
With copper(l) iodide; triethylamine; triphenylphosphine; palladium dichloride at 80℃; for 96h; Inert atmosphere; Schlenk technique; | 55% |
2,6-dibromoaniline
1-benzoyl-2-imidazolidinone
1-benzoyl-2-(2,6-dibromo-anilino)-4,5-dihydro-1H-imidazole
Conditions | Yield |
---|---|
With trichlorophosphate | 97.6% |
2,6-dibromoaniline
(4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; water; benzene for 48h; Heating; | 97% |
2,6-dibromoaniline
4-tert-butylphenylboronic acid
4,4''-di-tert-butyl-1,1':3',1''-terphenyl-2'-ylamine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; triphenylphosphine In ethanol; water; toluene at 95℃; for 96h; Inert atmosphere; | 96% |
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; benzene for 48h; Suzuki reaction; Heating; | 84% |
With cesium fluoride; tris-(dibenzylideneacetone)dipalladium(0); benzyl(di-tert-butyl)phosphane In 1,4-dioxane at 20℃; for 12h; | 67% |
2,6-dibromoaniline
4-methylphenylboronic acid
2,6-bis(4-methylphenyl)aniline
Conditions | Yield |
---|---|
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 0.75h; Suzuki Coupling; | 96% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 72h; Suzuki Coupling; | 70% |
2,6-dibromoaniline
4-fluoroboronic acid
2,6-bis(4-fluorophenyl)aniline
Conditions | Yield |
---|---|
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 1h; Suzuki Coupling; | 96% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 72h; Suzuki Coupling; | 44% |
2,6-dibromoaniline
(3,4-difluorophenyl)boronic acid
2,6-bis(3,4-difluorophenyl)aniline
Conditions | Yield |
---|---|
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 1.08333h; Suzuki Coupling; | 96% |
2,4,6-tris[4-(tert-butyldimethylsilanyloxy)phenyl]cyclotriboroxane
2,6-dibromoaniline
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); ethanol; sodium carbonate In water; benzene Reflux; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoaniline With [1,3-bis(2,6-diisoheptylphenyl)-4,5-dichloroimidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride In toluene for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: 3-pentylzinc bromide lithium chloride In tetrahydrofuran; toluene at 40℃; Inert atmosphere; Schlenk technique; | 96% |
2,6-dibromoaniline
1,3-dibromo-2-nitrosobenzene
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 4h; | 95% |
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 2h; Heating; | 83% |
With dihydrogen peroxide; trifluoroacetic acid In water at 20℃; for 16h; | 62% |
2,6-dibromoaniline
4-methoxyphenylboronic acid
4,4''-di(methoxy)-m-terphenyl-2-amine
Conditions | Yield |
---|---|
With sodium carbonate; tetrakis(triphenylphosphine) palladium(0) In ethanol; benzene for 50h; Suzuki cross-coupling reaction; Heating; | 95% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; triphenylphosphine In ethanol; water; toluene for 12h; Balz-Schiemann Reaction; Inert atmosphere; Reflux; | 92% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene at 80℃; for 72h; Suzuki Coupling; | 69% |
2,6-dibromoaniline
3,5-bis-trifluromethylphenylboronic acid
3,3″,5,5″-tetrakis(trifluoromethyl)[1,1′:3′,1″-terphenyl]-2′-amine
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate; triphenylphosphine In ethanol; water; toluene for 12h; Balz-Schiemann Reaction; Inert atmosphere; Reflux; | 95% |
With tris-(dibenzylideneacetone)dipalladium(0); sodium carbonate; triphenylphosphine In ethanol; water; toluene at 90℃; for 16h; Inert atmosphere; Autoclave; | 65% |
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In ethanol; water; toluene Suzuki cross-coupling reaction; | |
Suzuki Coupling; |
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: pyrrolidine With potassium carbonate In water; acetonitrile at 0℃; for 0.5h; | 95% |
thiophene boronic acid
2,6-dibromoaniline
2,6-di(thiophen-2-yl)aniline
Conditions | Yield |
---|---|
With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate In 1,4-dioxane for 72h; Suzuki-Miyaura Coupling; Reflux; | 95% |
Stage #1: thiophene boronic acid; 2,6-dibromoaniline With bis-triphenylphosphine-palladium(II) chloride In 1,4-dioxane at 20℃; for 0.5h; Suzuki Coupling; Inert atmosphere; Stage #2: With water; potassium carbonate In 1,4-dioxane at 90℃; for 72h; Inert atmosphere; | 87.3% |
2,6-dibromoaniline
Conditions | Yield |
---|---|
With triphenylphosphine; cesium fluoride; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100 - 130℃; for 20h; Suzuki Coupling; | 95% |
2,6-dibromoaniline
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite at -10 - -5℃; for 3h; | 94% |
2,6-dibromoaniline
2-Methoxybenzoyl chloride
N-(2,6-dibromophenyl)-2-methoxybenzamide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 3h; | 93.5% |
In tetrahydrofuran at 20℃; for 3h; | 93.5% |
In tetrahydrofuran at 20℃; | 73% |
In tetrahydrofuran at 20℃; | 51% |
Conditions | Yield |
---|---|
With sodium nitrite Inert atmosphere; | 93% |
Stage #1: 2,6-dibromoaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.5h; Stage #2: pyrrolidine With potassium carbonate In acetonitrile at 0 - 20℃; for 2h; | 85% |
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoaniline With methyllithium In tetrahydrofuran; diethyl ether at -78℃; for 0.5h; Stage #2: allyl bromide In tetrahydrofuran; diethyl ether at -78 - 20℃; | 92% |
2,6-dibromoaniline
2,6-dicyclopentylaniline
Conditions | Yield |
---|---|
With 1-methyl-1H-imidazole; Pd-PEPPSI-IPrAn In tetrahydrofuran; 1,4-dioxane at 0 - 80℃; for 24h; Negishi Coupling; Schlenk technique; Inert atmosphere; | 92% |
2,6-dibromoaniline
(3,5-diisopropylphenyl)boronic acid
2,6-bis[3,5-diisopropylphenyl]aniline
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoaniline; (3,5-diisopropylphenyl)boronic acid With triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) In toluene at 20℃; for 0.166667h; Suzuki Coupling; Stage #2: With sodium carbonate In ethanol; water; toluene at 20℃; for 21h; Heating; Stage #3: In ethanol; water; toluene for 1h; | 91% |
2,6-dibromoaniline
1,3-dibromo-2-iodo-benzene
Conditions | Yield |
---|---|
Stage #1: 2,6-dibromoaniline With hydrogenchloride; sodium nitrite In water at 0℃; for 1h; Sealed tube; Inert atmosphere; Stage #2: With potassium iodide In dichloromethane; water at 0 - 23℃; for 4.5h; Inert atmosphere; | 90% |
Stage #1: 2,6-dibromoaniline With hydrogenchloride In water at 0 - 5℃; Sandmeyer reaction; Inert atmosphere; Stage #2: With potassium iodide In dichloromethane; water at 25℃; Sandmeyer reaction; Inert atmosphere; Cooling with ice; | 86% |
Stage #1: 2,6-dibromoaniline With sulfuric acid; sodium nitrite at 0℃; for 3h; Stage #2: With potassium iodide In water at 0 - 20℃; | 85% |
cis,trans-2,5-dimethoxytetrahydrofuran
2,6-dibromoaniline
1-(2,6-dibromo-phenyl)-1H-pyrrole
Conditions | Yield |
---|---|
With acetic acid In cis-1,2-Dichloroethylene at 105℃; for 10h; Inert atmosphere; | 90% |
With acetic acid In 1,2-dichloro-ethane for 2h; Reflux; | 84% |
With acetic acid In water; 1,2-dichloro-ethane at 80℃; Paal-Knorr Pyrrole Synthesis; | 84% |
2,6-dibromoaniline
di-2-pyridyl thionocarbonate
2,6-dibromophenyl isothiocyanate
Conditions | Yield |
---|---|
In chlorobenzene at 140℃; for 3h; | 90% |
2,6-dibromoaniline
3,4,5-trifluorophenylboronic acid
2,6-bis(3,4,5-trifluorophenyl)aniline
Conditions | Yield |
---|---|
With potassium phosphate tribasic heptahydrate; palladium diacetate In water; N,N-dimethyl-formamide at 80℃; for 0.333333h; Suzuki Coupling; | 88% |
The 2,6-dibromoaniline, with the cas registry number 608-30-0, is a kind of white to pale yellow or grey crystalline powder. And its product categories are various, including anilines, aromatic amines and nitro compounds; amines; c2 to c6; nitrogen compounds. This chemical has been used as organic synthesis intermediates.
The characteristics of this chemical are as follows: (1)#H bond acceptors: 1; (2)#H bond donors: 2; (3)#Freely Rotating Bonds: 1; (4)Polar Surface Area: 26.02 ; (5)Index of Refraction: 1.661; (6)Molar Refractivity: 45.86 cm3; (7)Molar Volume: 124 cm3; (8)Polarizability: 18.18 ×10-24 cm3; (9)Surface Tension: 52.5 dyne/cm; (10)Density: 2.022 g/cm3; (11)Flash Point: 114.6 °C; (12)Enthalpy of Vaporization: 50.38 kJ/mol; (13)Boiling Point: 265.8 °C at 760 mmHg; (14)Vapour Pressure: 0.00896 mmHg at 25°C; (15)Exact Mass: 250.876828; (16)MonoIsotopic Mass: 248.878874; (17)Topological Polar Surface Area: 26; (18)Heavy Atom Count: 9; (19)Complexity: 87.1.
The production method is as below: 2-bromo-aniline could react to produce 2,4-dibromo-aniline and 2,6-dibromoaniline, with the following condition: reagent: KBr and 30 percent H2O2; catalytic agent: HZSM-5; solution: acetic acid; reation time: 4 hours; reaction temp.: 20 ℃; yield: 67%.
Use of Caprolactam is as below: acrylamide could react with 2,6-dibromo-aniline to produce 2-chloro-3-(2,6-dibromo-phenyl)-propionamide, with the following condition: reagent: CuCl2, isoamyl nitrite; solution: acetonitrile; reaction time: 1 hour; yield: 54%; other condition: Ambient temperature.
While dealing with this chemical, you should be very cautious. For being a kind of irritant chemical, it may cause inflammation to the skin or other mucous membranes. Therefore, you should take the following instructions. Wear suitable protective clothing, gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
Additionally, the following data information could be converted into the molecular structure:
(1)SMILES:Brc1cccc(Br)c1N
(2)InChI:InChI=1/C6H5Br2N/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2
(3)InChIKey:XIRRDAWDNHRRLB-UHFFFAOYAA
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View