Product Name

  • Name

    6-Bromo-2-naphthoic acid

  • EINECS 611-572-1
  • CAS No. 5773-80-8
  • Article Data23
  • CAS DataBase
  • Density 1.648 g/cm3
  • Solubility Insoluble in water.
  • Melting Point 294-295 °C
  • Formula C11H7BrO2
  • Boiling Point 387.3 °C at 760 mmHg
  • Molecular Weight 251.079
  • Flash Point 188 °C
  • Transport Information
  • Appearance pale brown solid
  • Safety 26-36/37/39
  • Risk Codes 36/37/38-20/21/22
  • Molecular Structure Molecular Structure of 5773-80-8 (6-Bromo-2-naphthoic acid)
  • Hazard Symbols HarmfulXn; IrritantXi
  • Synonyms 2-Naphthoicacid, 6-bromo- (6CI,7CI,8CI);(6-Bromonaphthalen-2-yl)acetic acid;6-Bromo-2-naphthalenecarboxylic acid;
  • PSA 37.30000
  • LogP 3.30050

Synthetic route

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With water; lithium hydroxide In tetrahydrofuran at 20℃; for 5h;96%
With lithium hydroxide In tetrahydrofuran; water at 20℃; for 5h;96%
Stage #1: methyl 6-bromo-2-naphthoate With lithium hydroxide monohydrate In tetrahydrofuran; water
Stage #2: With hydrogenchloride In tetrahydrofuran; water pH=3;		92%
6-bromo-naphthalen-2-ol
15231-91-1

6-bromo-naphthalen-2-ol

acetic acid
64-19-7

acetic acid

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
for 1.5h; Large scale;96%
Sodium; 6-bromo-naphthalene-2-carboxylate

Sodium; 6-bromo-naphthalene-2-carboxylate

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃; for 1h; Concentration; Inert atmosphere;95.5%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

A

2-Naphthalenemethanol
1592-38-7

2-Naphthalenemethanol

B

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

C

(6-bromo-2-naphthy)methanol
100751-63-1

(6-bromo-2-naphthy)methanol

Conditions
ConditionsYield
With [RuCl2(N-heterocyclic carbene)(bis[2-(diphenylphosphino)ethyl]amine)]; potassium tert-butylate; hydrogen In 2-methyltetrahydrofuran at 45℃; under 3000.3 Torr; for 4h; Catalytic behavior; Pressure; Temperature; Autoclave;A n/a
B n/a
C 82%
...Expand
1-(6-bromonaphthalen-2-yl)ethanone
1590-25-6

1-(6-bromonaphthalen-2-yl)ethanone

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With sodium hypochlorite; sodium hydroxide In 1,4-dioxane; water at 70℃; for 4h;70%
With sodium hydroxide; sodium hypochlorite In 1,4-dioxane; water3.54 g (88%)
With sodium hydroxide; sodium hypochlorite In 1,4-dioxane; sulfuric acid; water3.54 g (88%)
carbon dioxide
124-38-9

carbon dioxide

6-bromo-2-naphthalenyl trifluoromethanesulfonate
151600-02-1

6-bromo-2-naphthalenyl trifluoromethanesulfonate

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; palladium diacetate; caesium carbonate; N-ethyl-N,N-diisopropylamine; DavePhos In dimethyl sulfoxide at 20℃; for 36h; Irradiation; Green chemistry; chemoselective reaction;65%
1-(6-bromonaphthalen-2-yl)ethanone
1590-25-6

1-(6-bromonaphthalen-2-yl)ethanone

A

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

B

1,1-bis(pyridinium)methane diiodide
32405-50-8

1,1-bis(pyridinium)methane diiodide

Conditions
ConditionsYield
With pyridine; water; iodine In methanol at 30℃; Kinetics; Mechanism; Thermodynamic data; other temperatures; ΔH(excit.);
1-<6-bromo-naphthyl-(2)>-ethanone-(1)

1-<6-bromo-naphthyl-(2)>-ethanone-(1)

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With alkaline aqueous sodium hypochlorite solution
With nitric acid
6-bromo-naphthonitrile-(2)

6-bromo-naphthonitrile-(2)

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

2-bromonaphthalene
580-13-2

2-bromonaphthalene

1-(6-bromonaphthalen-2-yl)ethanone
1590-25-6

1-(6-bromonaphthalen-2-yl)ethanone

acetyl chloride
75-36-5

acetyl chloride

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With hydrogenchloride; AlCl3 In hexane; nitrobenzene
...Expand
sodium metabisulfite

sodium metabisulfite

1-(6-bromonaphthalen-2-yl)ethanone
1590-25-6

1-(6-bromonaphthalen-2-yl)ethanone

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; water
2-bromo-6-methylnaphthalene
37796-78-4

2-bromo-6-methylnaphthalene

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
With oxygen; manganese (II) acetate tetrahydrate; cobalt(II) diacetate tetrahydrate; acetic anhydride; acetic acid; potassium bromide at 110℃; for 4.5h; Concentration; Reagent/catalyst; Time; Temperature; Pressure;8.29 g
β-naphthol
135-19-3

β-naphthol

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: iron(II) bromide; acetic acid; dihydrogen peroxide / water / 8 h / 87 °C / 760.05 Torr / Large scale
2: / 0.58 h / 87 °C / 760.05 Torr / Inert atmosphere; Large scale
3: 1.5 h / Large scale
View Scheme
2-bromonaphthalene
580-13-2

2-bromonaphthalene

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aluminum (III) chloride / nitrobenzene / 4 h / 100 °C
2: sodium hypochlorite; sodium hydroxide / water; 1,4-dioxane / 4 h / 70 °C
View Scheme
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-bromonaphthalene-2-carbonyl chloride
87700-60-5

6-bromonaphthalene-2-carbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 3h;
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 18h;
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-Bromonaphthalen-2-amine
7499-66-3

6-Bromonaphthalen-2-amine

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #2: With water In N,N-dimethyl-formamide at 100℃; for 1h;		100%
Stage #1: 6-bromo-2-naphthoic acid With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #2: With water In N,N-dimethyl-formamide at 100℃; for 1h;		100%
Stage #1: 6-bromo-2-naphthoic acid With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h;
Stage #2: With water In N,N-dimethyl-formamide at 100℃; for 1h;		100%
methanol
67-56-1

methanol

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

Conditions
ConditionsYield
With sulfuric acid; trimethyl orthoformate for 48h; Reflux;100%
With sulfuric acid for 36h; Reflux;100%
With sulfuric acid Reflux;100%
4-aminotetrahydropyran
38041-19-9

4-aminotetrahydropyran

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-bromonaphthalene-2-carboxylic acid (tetrahydropyran-4-yl)amide
1350411-39-0

6-bromonaphthalene-2-carboxylic acid (tetrahydropyran-4-yl)amide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; Cooling with ice;100%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 16h; Cooling with ice;100%
Chloro-oxo-acetic acid
4732-69-8

Chloro-oxo-acetic acid

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-bromonaphthalene-2-carbonyl chloride
87700-60-5

6-bromonaphthalene-2-carbonyl chloride

Conditions
ConditionsYield
In dichloromethane; N,N-dimethyl-formamide100%
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium carbonate; palladium 10% on activated carbon In tetrahydrofuran; water for 8h; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran for 1h; Product distribution / selectivity;		99%
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium hydroxide; 5%-palladium/activated carbon In tetrahydrofuran; water at 55℃; for 2h; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 20℃; pH=6 - 7; Product distribution / selectivity;		99%
Stage #1: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 6-bromo-2-naphthoic acid With potassium carbonate; palladium diacetate; CyJohnPhos In tetrahydrofuran; water for 2 - 4h; Suzuki Coupling; Heating / reflux;
Stage #2: With hydrogenchloride; water In tetrahydrofuran for 1h; Product distribution / selectivity;		94.8%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

naphthalene-2-carboxylate
93-09-4

naphthalene-2-carboxylate

Conditions
ConditionsYield
With palladium 10% on activated carbon; potassium acetate; bis(pinacol)diborane In ethanol at 60℃; for 6h; Suzuki-Miyaura Coupling; Inert atmosphere;98.8%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

N,O-dimethylhydroxylamine*hydrochloride
6638-79-5

N,O-dimethylhydroxylamine*hydrochloride

6-bromo-N-methoxy-N-methyl-2-naphthamide
861880-64-0

6-bromo-N-methoxy-N-methyl-2-naphthamide

Conditions
ConditionsYield
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 - 20℃; for 12.25h;98%
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 20℃; for 4h;90%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

ethyl iodide
75-03-6

ethyl iodide

ethyl 6-bromo-naphthalene-2-carboxylate
86471-14-9

ethyl 6-bromo-naphthalene-2-carboxylate

Conditions
ConditionsYield
With caesium carbonate In ethyl acetate; acetonitrile97%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-bromo-naphthalene-2-carboxylic acid amide
1255871-55-6

6-bromo-naphthalene-2-carboxylic acid amide

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: With ammonium hydroxide In tetrahydrofuran at -10 - 20℃;		96%
Multi-step reaction with 2 steps
1: thionyl chloride / 16 h / 70 °C
2: ammonia / dichloromethane; methanol / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / 16 h / 70 °C
2: ammonia / methanol / 3 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride; triethylamine / 1 h / Reflux
2: ammonium hydroxide / water; dichloromethane / 4 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere
2: ammonium hydroxide / water / 0.5 h / 0 - 20 °C
View Scheme
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

6-(4-methoxyphenyl)-2-naphthoic acid

6-(4-methoxyphenyl)-2-naphthoic acid

Conditions
ConditionsYield
With palladium 10% on activated carbon; sodium carbonate In methanol; water at 78℃; Suzuki coupling; Inert atmosphere;94%
rac-(2-ethynylcyclopropyl)methanol

rac-(2-ethynylcyclopropyl)methanol

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-(((trans)-2-(hydroxymethyl)cyclopropyl)ethynyl)-2-naphthoic acid

6-(((trans)-2-(hydroxymethyl)cyclopropyl)ethynyl)-2-naphthoic acid

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In tetrahydrofuran for 168h; Inert atmosphere;94%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-chloronaphthalene-2-carboxylic acid
5042-97-7

6-chloronaphthalene-2-carboxylic acid

Conditions
ConditionsYield
With copper(l) iodide; copper(l) chloride In N,N-dimethyl-formamide for 4h; Inert atmosphere; Reflux;93%
With copper(l) iodide; copper(l) chloride In N,N-dimethyl-formamide for 4h; Inert atmosphere; Darkness; Reflux;93%
With copper(l) iodide; copper(l) chloride In N,N-dimethyl-formamide for 4h; Reflux; Inert atmosphere; Darkness;93%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

tert-butyl alcohol
75-65-0

tert-butyl alcohol

6-bromo-2-N-tert-butoxycarbonylaminonaphthalene
869114-68-1

6-bromo-2-N-tert-butoxycarbonylaminonaphthalene

Conditions
ConditionsYield
With diphenylphosphoranyl azide; triethylamine In toluene at 100℃; for 4h;93%
With diphenyl phosphoryl azide; triethylamine at 100℃;85%
With diphenyl phosphoryl azide; triethylamine at 80℃; for 16h;
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

3-adamantyl-4-methoxyphenyltriethoxysilane

3-adamantyl-4-methoxyphenyltriethoxysilane

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
With potassium fluoride; propylene glycol; chloro-[2-(9-phenyl-1,10-phenanthrolin-2-yl)phenyl]palladium In dichloromethane at 100℃; for 12h; Inert atmosphere;93%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-bromo-2-aminonaphthalene hydrochloride
71590-31-3

6-bromo-2-aminonaphthalene hydrochloride

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol for 15h; Reflux;
Stage #2: With hydrogenchloride In methanol at -78 - 20℃; for 15h;		91%
Stage #1: 6-bromo-2-naphthoic acid With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol for 15h; Reflux;
Stage #2: With sodium hydrogencarbonate In tert-butyl methyl ether for 0.5h;
Stage #3: With hydrogenchloride In methanol at -78 - 20℃; for 15h;		91%
Stage #1: 6-bromo-2-naphthoic acid With diphenyl phosphoryl azide; triethylamine In tert-butyl alcohol for 15h; Reflux;
Stage #2: With hydrogenchloride In methanol at -78℃; for 15h;
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

trimethylaluminum
75-24-1

trimethylaluminum

6-bromo-3-methyl-2-naphthoic acid

6-bromo-3-methyl-2-naphthoic acid

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid; trimethylaluminum With iron(III)-acetylacetonate; 4-(bis(2-(diphenylphosphanyl)phenyl)phosphanyl)-N,N-dimethylaniline In tetrahydrofuran; 1,2-dimethoxyethane; toluene at 20℃; Inert atmosphere; Schlenk technique;
Stage #2: With 2,3-dichlorobutane In tetrahydrofuran; 1,2-dimethoxyethane; toluene at 70℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;		91%
ethanol
64-17-5

ethanol

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

ethyl 6-bromo-naphthalene-2-carboxylate
86471-14-9

ethyl 6-bromo-naphthalene-2-carboxylate

Conditions
ConditionsYield
With sulfuric acid at 90℃; for 16h;91%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

(6-bromo-2-naphthy)methanol
100751-63-1

(6-bromo-2-naphthy)methanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 1h; Heating;90%
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃;89%
With borane-THF In tetrahydrofuran at 0 - 25℃;85%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

methylamine
74-89-5

methylamine

6-bromo-N-methyl-2-naphthamide
426219-35-4

6-bromo-N-methyl-2-naphthamide

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid With thionyl chloride; N,N-dimethyl-formamide In toluene at 45 - 50℃; for 1h;
Stage #2: methylamine With triethylamine In methanol; toluene at 10 - 25℃; for 1h;		89%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃; for 18h; Inert atmosphere;82%
Stage #1: 6-bromo-2-naphthoic acid With thionyl chloride In DMF (N,N-dimethyl-formamide); ethyl acetate at 30 - 65℃; for 0.5h;
Stage #2: methylamine With triethylamine In methanol; DMF (N,N-dimethyl-formamide); water; ethyl acetate at 25℃; for 3h;		80%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

tert-butyl 3-(6-bromo-2-naphthamido)propylcarbamate

tert-butyl 3-(6-bromo-2-naphthamido)propylcarbamate

Conditions
ConditionsYield
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 20℃; for 4h;85%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

(trifluoromethyl)trimethylsilane
81290-20-2

(trifluoromethyl)trimethylsilane

1-(6-bromonaphthalen-2-yl)-2,2,2-trifluoroethan-1-one

1-(6-bromonaphthalen-2-yl)-2,2,2-trifluoroethan-1-one

Conditions
ConditionsYield
With dmap; cesium fluoride; trifluoroacetic anhydride at 120℃; for 15h; Schlenk technique; Inert atmosphere;84%
N-(2-phenylquinazolin-4-yl)-benzene-1,4-diamine

N-(2-phenylquinazolin-4-yl)-benzene-1,4-diamine

6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

6-bromo-N-(3-((2-phenylquinazolin-4-yl)amino)phenyl)-2-naphthamide

6-bromo-N-(3-((2-phenylquinazolin-4-yl)amino)phenyl)-2-naphthamide

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid With HATU In N,N-dimethyl-formamide at 0℃; for 0.333333h; Inert atmosphere;
Stage #2: N-(2-phenylquinazolin-4-yl)-benzene-1,4-diamine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere;		81%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

6-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-naphthalen-2-carboxylic acid
1426082-97-4

6-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-naphthalen-2-carboxylic acid

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 90℃;80%
6-bromo-2-naphthoic acid
5773-80-8

6-bromo-2-naphthoic acid

N-phenyl-1,2-benzenediamine
534-85-0

N-phenyl-1,2-benzenediamine

2-(6-bromonaphthalen-2-yl)-1-phenyl-1H-benzimidazole
935472-87-0

2-(6-bromonaphthalen-2-yl)-1-phenyl-1H-benzimidazole

Conditions
ConditionsYield
Stage #1: 6-bromo-2-naphthoic acid With thionyl chloride; N,N-dimethyl-formamide for 4h; Heating;
Stage #2: N-phenyl-1,2-benzenediamine In 1-methyl-pyrrolidin-2-one at 160℃; for 12h;		78%
Stage #1: 6-bromo-2-naphthoic acid With thionyl chloride In N,N-dimethyl-formamide for 4h; Reflux;
Stage #2: N-phenyl-1,2-benzenediamine In 1-Methylpyrrolidine; N,N-dimethyl-formamide at 160℃; for 12h;		78%
Stage #1: 6-bromo-2-naphthoic acid With thionyl chloride; N,N-dimethyl-formamide for 4h; Heating;
Stage #2: N-phenyl-1,2-benzenediamine In 1-methyl-pyrrolidin-2-one at 160℃; for 12h;		78%

6-Bromo-2-naphthoic acid Specification

The CAS registry number of 6-Bromo-2-naphthoic acid is 5773-80-8. The IUPAC name is 6-bromonaphthalene-2-carboxylic acid. In addition, the molecular formula is C11H7BrO2 and the molecular weight is 251.08. It is also called 2-naphthalenecarboxylic acid, 6-bromo-. What's more, it is a kind of pale brown solid and belongs to the classes of Blocks; Bromides; Carboxes; Naphthalene Derivatives; Organic Acids; Naphthalene Series. Besides, it should be stored in sealed container, and put in a cool and dry place. It is used as a pharmaceutical intermediate.

Physical properties about 6-Bromo-2-naphthoic acid are: (1)ACD/LogP: 3.90; (2)ACD/LogD (pH 5.5): 2.45; (3)ACD/LogD (pH 7.4): 0.96; (4)ACD/BCF (pH 5.5): 19.22; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 111.94; (7)ACD/KOC (pH 7.4): 3.65; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 1; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.697; (13)Molar Refractivity: 58.71 cm3; (14)Molar Volume: 152.2 cm3; (15)Polarizability: 23.27 ×10-24cm3; (16)Surface Tension: 59.9 dyne/cm; (17)Density: 1.648 g/cm3; (18)Flash Point: 188 °C; (19)Enthalpy of Vaporization: 67.12 kJ/mol; (20)Boiling Point: 387.3 °C at 760 mmHg; (21)Vapour Pressure: 1.08E-06 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)c1ccc2c(c1)ccc(Br)c2
(2)InChI: InChI=1/C11H7BrO2/c12-10-4-3-7-5-9(11(13)14)2-1-8(7)6-10/h1-6H,(H,13,14)
(3)InChIKey: NPMCAVBMOTZUPD-UHFFFAOYAV

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