Conditions | Yield |
---|---|
With piperidin-2-one; sodium tetrahydroborate; N,N-diisopropyl-4H-benzo[d][1,3,2]dioxaborinin-2-amine; ammonia In 1,2-dichloro-ethane at 20℃; | 99% |
With ammonia; hydrogen In methanol at 120℃; under 15001.5 Torr; for 4h; Autoclave; | 99% |
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave; | 93.6% |
With ammonia; hydrogen In tert-butyl alcohol at 120℃; for 15h; | 90% |
With ammonia; hydrogen In methanol at 120℃; under 15001.5 Torr; for 4h; Autoclave; | 99 %Spectr. |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 5h; Inert atmosphere; Cooling with ice; | 98% |
With potassium hydroxide; samarium diiodide In tetrahydrofuran for 0.0666667h; Ambient temperature; | 86% |
With boron trifluoride-tetrahydrofuran complex for 48h; Heating; | 84% |
2-azidomethylnaphthalene
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 2.5h; | 91% |
Stage #1: 2-azidomethylnaphthalene With ring-opening metathesis polymer-supported triphenylphosphine In tetrahydrofuran Staudinger reaction; Heating; Stage #2: With ammonia In tetrahydrofuran; water Heating; Further stages.; | |
With water; triphenylphosphine In tetrahydrofuran Inert atmosphere; Reflux; | 95 mg |
2-naphthalenecarbonitrile
N-butylamine
A
naphthalen-2-ylmethylamine
B
N-(2-naphthalenylmethylene)butane-1-amine
Conditions | Yield |
---|---|
With ammonium hydroxide; hydrogen In hexane at 80℃; under 750.075 Torr; for 18h; Autoclave; Green chemistry; | A 14.9% B 85.1% |
2-[(2-naphthyl)methyl]-1H-isoindole-1,3(2H)-dione
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
Stage #1: 2-[(2-naphthyl)methyl]-1H-isoindole-1,3(2H)-dione With hydrazine hydrate In ethanol for 1.5h; Inert atmosphere; Reflux; Stage #2: With hydrogenchloride In ethanol; water at 90℃; for 15h; Inert atmosphere; Stage #3: With sodium hydroxide In ethanol; water Inert atmosphere; | 81% |
With hydrazine hydrate In tetrahydrofuran; ethanol Hydrolysis; | |
With sodium tetrahydroborate; acetic acid In propan-1-ol; water at 80 - 90℃; for 5h; | |
With hydrazine hydrate In methanol for 1h; Heating; | |
With hydrazine In ethanol at 60℃; for 3h; |
Conditions | Yield |
---|---|
With ammonium hydroxide; C19H37IrN4(2+)*2I(1-) at 170℃; for 20h; Sealed tube; | 78% |
2-naphthaldoxime
A
naphthalen-2-ylmethylamine
B
2-Methylnaphthalene
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol at 50℃; for 0.416667h; | A 60% B 35% |
2-Naphthalenemethanol
A
naphthalen-2-ylmethylamine
B
bis((naphthalen-2-yl)methyl)amine
Conditions | Yield |
---|---|
With ammonium hydroxide; C15H29IrN4(2+)*2I(1-) at 170℃; for 20h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; | A 60% B 14% |
With ammonium hydroxide; C19H37IrN4(2+)*2I(1-) at 150℃; for 20h; Reagent/catalyst; Sealed tube; | A 31% B 56% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | 58% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | 56% |
Stage #1: 2-naphthamide With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Stage #2: With water In tetrahydrofuran at 0℃; | 56% |
With lithium aluminium tetrahydride; diethyl ether | |
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 60℃; for 3h; |
2-naphthaldoxime
A
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With methanesulfonic acid; zinc In acetonitrile at 25℃; reduction; | A 19% B n/a C n/a |
2-naphthalenecarbonitrile
A
naphthalen-2-ylmethylamine
B
bis((naphthalen-2-yl)methyl)amine
Conditions | Yield |
---|---|
With nickel; decalin at 190℃; under 15200 Torr; Hydrogenation; | |
With tetralin; nickel at 190℃; under 15200 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With hydrogenchloride; zinc at 30 - 40℃; |
2-naphthalenecarbonitrile
A
naphthalen-2-ylmethylamine
B
2-Methylnaphthalene
A
1,2-bis(2-naphthyl)ethane
B
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; zinc |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With hydrazine |
A
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; zinc at 30 - 40℃; |
hydrogenchloride
naphthalene-2-carbothioamide
naphthalen-2-ylmethylamine
2-naphthaldoxime
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With hydrogen; acetic acid; palladium on activated charcoal In ethanol at 20℃; for 2h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NH3 / methanol 2: 56 percent / LAH / tetrahydrofuran / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: SOCl2 / 4 h / Heating 2: NH3 / methanol 3: 56 percent / LAH / tetrahydrofuran / 0 - 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NH2OH*HCl; Na2CO3 / ethanol; H2O / 2 h / 20 °C 2: glacial AcOH; H2 / Pd/C / ethanol / 2 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: propan-2-ol / 1 h / Heating 2: hydrazine hydrate / methanol / 1 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: dimethylformamide 2: NH2NH2*H2O / tetrahydrofuran; ethanol View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-bromosuccinimide; benzoyl peroxide / CCl4 / 2 h / Heating 2: propan-2-ol / 1 h / Heating 3: hydrazine hydrate / methanol / 1 h / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 5.38 g / PPh3; DEAD / tetrahydrofuran / 22 h / 0 - 20 °C 2: NaBH4; AcOH / propan-1-ol; H2O / 5 h / 80 - 90 °C View Scheme |
naphthalene-2-diazonium chloride
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: ammonium sulfide / 35 - 40 °C / im geschlossenen Gefaess 3: zinc; alcoholic hydrochloric acid / 30 - 40 °C View Scheme |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With lithium hydroxide In tetrahydrofuran; methanol at 120℃; |
C16H23NO2SSi
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With cesium fluoride In N,N-dimethyl-formamide at 110℃; for 48h; Inert atmosphere; |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With ethylenediamine In 1,4-dioxane; propan-1-ol; water for 24h; Reflux; | 20.1 mg |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; sodium carbonate; bis(dibenzylideneacetone)-palladium(0) / 1,4-dioxane; water / 36 h / Reflux 2: ethylenediamine / 1,4-dioxane; propan-1-ol; water / 24 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 12 h / 130 °C / Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 20 °C / Reflux View Scheme |
Conditions | Yield |
---|---|
In methanol at 20℃; | 100% |
Conditions | Yield |
---|---|
In methanol at 20℃; | 100% |
Conditions | Yield |
---|---|
With [(R)-(+)-5,5'-bis(diphenylphosphino)-4,4'-bi-1,3-benzodioxole][4-cyano-3-nitrobenzenecarboxylato] [1,2,3-eta-2-propenyl Ir(III)]; caesium carbonate In tetrahydrofuran; water at 50℃; for 18h; Inert atmosphere; Sealed tube; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With dmap; acetic acid for 24h; Heating; | 98% |
phthalic anhydride
naphthalen-2-ylmethylamine
2-[(2-naphthyl)methyl]-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 2h; Inert atmosphere; Schlenk technique; | 97% |
naphthalen-2-ylmethylamine
3-nitro-1,8-naphthalic anhydride
2-(naphthalen-2-ylmethyl)-5-nitro-1H-benzo[de]isoquinoline-1,3(2H)-dione
Conditions | Yield |
---|---|
In ethanol for 2h; Reflux; Inert atmosphere; | 96% |
In ethanol at 0 - 65℃; for 2h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; | 96% |
4-chloro-2-(4-methanesulfonylphenyl)-6-trifluoromethylpyrimidine
naphthalen-2-ylmethylamine
C23H18F3N3O2S
Conditions | Yield |
---|---|
With triethylamine | 93% |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
at 70 - 90℃; for 14h; Inert atmosphere; Neat (no solvent); diastereoselective reaction; | 93% |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h; | A n/a B 93% |
Conditions | Yield |
---|---|
With potassium hydroxide; nickel copper formate; (Bu4N)2S2O8 In dichloromethane at 20℃; for 13h; Oxidation; | 92% |
With 1-methyl-1H-imidazole; oxygen; copper(ll) bromide In dimethyl sulfoxide at 100℃; for 24h; | 90% |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With C62H72CuN2O6; oxygen In acetonitrile at 25℃; under 25.8581 Torr; for 0.5h; | 92% |
With oxygen In acetonitrile at 40℃; for 30h; Catalytic behavior; Photolysis; | 81% |
With titanium(IV) oxide In water under 760.051 Torr; for 9h; Time; Irradiation; |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h; | 91% |
naphthalen-2-ylmethylamine
N-propyl-1,3,2-benzodithiazole S-oxide
Conditions | Yield |
---|---|
In toluene for 16h; Heating; | 90% |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With iodine; mercury(II) oxide In dichloromethane at 20℃; for 1h; Oxidation; | 90% |
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; naphthalen-2-ylmethylamine With pyridine; triethylamine at 0℃; for 0.333333h; Stage #2: methyl iodide at 0℃; for 0.5h; | 90% |
Stage #1: carbon disulfide; naphthalen-2-ylmethylamine With triethylamine In methanol at 0℃; for 0.5h; Stage #2: methyl iodide In methanol at 0 - 20℃; | 54% |
naphthalen-2-ylmethylamine
2-hydroxynitrobenzene
2-naphthalen-1-yl-benzooxazole
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; copper(II) ferrite; oxygen at 130℃; for 16h; Schlenk technique; Green chemistry; | 90% |
naphthalen-2-ylmethylamine
2-Bromobenzamide
2-(naphthalen-2-yl)quinazolin-4(3Η)-one
Conditions | Yield |
---|---|
With potassium carbonate; dimethyl sulfoxide at 80℃; for 2h; | 90% |
Conditions | Yield |
---|---|
With 1,10-phenanthroline-5,6-dione; trifluorormethanesulfonic acid; oxygen In chlorobenzene at 80℃; under 760.051 Torr; for 24h; | 90% |
Conditions | Yield |
---|---|
In water; dimethyl sulfoxide at 65℃; for 1.5h; Microwave irradiation; | 89% |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 0.25h; | 88% |
2-methyl-3-phenylacrylic acid
naphthalen-2-ylmethylamine
N-isocyaniminotriphenylphosphorane
chloroacetone
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12.25h; | 88% |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 16h; | 88% |
naphthalen-2-ylmethylamine
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 15h; Inert atmosphere; Autoclave; Schlenk technique; | 87% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 0℃; Microwave irradiation; | 87% |
carbon disulfide
naphthalen-2-ylmethylamine
α-bromoacetophenone
3-(2-naphthylmethyl)-4-phenyl-1,3-thiazole-2(3H)-thione
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; naphthalen-2-ylmethylamine In methanol at 25℃; for 1h; Stage #2: α-bromoacetophenone In methanol at 25℃; for 24h; | 86% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol at 120℃; for 101h; Sealed tube; | 86% |
The Naphthalen-2-methylamine, with the CAS registry number 2018-90-8, is also known as 2-Naphthalenemethanamine. This chemical's molecular formula is C11H11N and molecular weight is 157.21. Its IUPAC name is called naphthalen-2-ylmethanamine.
Physical properties of Naphthalen-2-methylamine: (1)ACD/LogP: 2.32; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.72; (4)ACD/LogD (pH 7.4): 0.35; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 4.65; (9)#H bond acceptors: 1; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.653; (13)Molar Refractivity: 52.54 cm3; (14)Molar Volume: 143.5 cm3; (15)Surface Tension: 47.5 dyne/cm; (16)Density: 1.095 g/cm3; (17)Flash Point: 148.3 °C; (18)Enthalpy of Vaporization: 54.17 kJ/mol; (19)Boiling Point: 301.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00105 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)CN
(2)InChI: InChI=1S/C11H11N/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7H,8,12H2
(3)InChIKey: XBCAHQUVHHVHHL-UHFFFAOYSA-N
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