1-(azidomethyl)naphthalene
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
Stage #1: 1-(azidomethyl)naphthalene With 9-phenyl-9-phosphafluorene; phenylsilane In 1,4-dioxane at 101℃; for 16h; Staudinger reduction reaction; Inert atmosphere; Stage #2: With water In 1,4-dioxane at 20℃; Staudinger reduction reaction; Inert atmosphere; | 99% |
With ammonium chloride; zinc In ethanol; water |
Conditions | Yield |
---|---|
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 3h; | 98% |
With ammonia fluess. Ammoniak; | |
With hydrogenchloride; hexamethylenetetramine 1) CH2Cl2, 12 h, 2) ethanol; Yield given. Multistep reaction; | |
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere 2: hydrazine hydrate / ethanol / 4 h / Inert atmosphere; Reflux View Scheme |
Conditions | Yield |
---|---|
With C19H34Cl2CoN2P; hydrogen; sodium ethanolate; sodium triethylborohydride In benzene at 135℃; under 22502.3 Torr; for 36h; Autoclave; | 98% |
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 50℃; for 3h; Inert atmosphere; Autoclave; | 98% |
With samarium diiodide; water In tetrahydrofuran for 0.0166667h; Ambient temperature; | 95% |
1-naphtylaldehyde oxime
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With (pyridine)(tetrahydroborato)zinc In tetrahydrofuran for 0.4h; Heating; | 98% |
With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride In ethanol for 2h; Reflux; | 97% |
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase); | 96% |
4-methyl-N-(naphthalen-1-ylmethyl)benzenesulfonamide
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
Stage #1: 4-methyl-N-(naphthalen-1-ylmethyl)benzenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere; Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 25℃; Stage #3: With water In tetrahydrofuran | 94% |
Conditions | Yield |
---|---|
With N,N'-bis(salicylidene)-1,2-phenylene-diaminocobalt(II); ammonia; hydrogen In tetrahydrofuran; water at 120℃; for 24h; Autoclave; | 86% |
With lithium borohydride; Rink amine resin; water; trifluoroacetic acid; trimethyl orthoformate solid phase synthesis; 1) RT, 2) THF, 70 deg C, 5 h, 3) CH2Cl2, RT, 5 h; Yield given. Multistep reaction; | |
Multi-step reaction with 3 steps 1: NaBH4 / ethanol; H2O / 20 °C 2: 2.7 g / PPh3; DEAD / tetrahydrofuran / 22 h / 0 - 20 °C 3: NaBH4; AcOH / propan-1-ol; H2O / 5 h / 80 - 90 °C View Scheme |
1-Cyanonaphthalene
A
(naphth-1-yl)methylamine
B
1-(naphthalen-1-yl)-N-(naphthalen-1-ylmethyl)methanamine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; nickel dichloride In ethanol at 20℃; for 0.0833333h; | A 82% B 7% |
With tetralin; nickel at 190℃; under 15200 Torr; Hydrogenation; | |
With nickel; decalin at 190℃; under 15200 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
Stage #1: 1-naphthalene methanol With resin-bound CH2OCONHCOOtBu; diethylazodicarboxylate In tetrahydrofuran for 12h; Solid phase reaction; Mitsunobu reaction; Stage #2: With trifluoroacetic acid In 1,2-dichloro-ethane for 4h; Decarboxylation; | 80% |
Multi-step reaction with 2 steps 1: 2.7 g / PPh3; DEAD / tetrahydrofuran / 22 h / 0 - 20 °C 2: NaBH4; AcOH / propan-1-ol; H2O / 5 h / 80 - 90 °C View Scheme | |
Multi-step reaction with 2 steps 1: acetic acid; hydrogen bromide / 0.5 h / 0 °C 2: ammonia / ethanol; water / 4 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: hydrogen bromide / acetic acid / 0.5 h / 0 °C 2: ammonium hydroxide / ethanol / 4 h / 20 °C View Scheme |
methanol
1-(azidomethyl)naphthalene
A
(naphth-1-yl)methylamine
B
N,N-dimethyl(naphthalen-1-yl)methanamine
C
N-methyl-1-naphthalenemethylamine
Conditions | Yield |
---|---|
With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 2.5h; Sealed tube; Inert atmosphere; Glovebox; | A 8 %Chromat. B 9 %Chromat. C 68% |
1-(azidomethyl)naphthalene
B
(naphth-1-yl)methylamine
C
1-naphthaldimine
D
1-Cyanonaphthalene
Conditions | Yield |
---|---|
With tert-butylethylene; [IrClH(1,3-bis((di-tert-butylphosphino)methyl)benzene)]; sodium t-butanolate In para-xylene at 200℃; for 7h; Sealed tube; | A n/a B n/a C n/a D 64% |
1-naphtylaldehyde oxime
A
(naphth-1-yl)methylamine
B
1-Methylnaphthalene
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In methanol at 50℃; for 0.416667h; | A 56% B 40% |
Conditions | Yield |
---|---|
With sodium hydroxide; benzyltrimethylazanium tribroman-2-uide In water for 5h; Ambient temperature; | 51% |
1-naphtylaldehyde oxime
A
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With methanesulfonic acid; zinc In acetonitrile at 25℃; reduction; | A 44% B n/a C n/a |
With titanium tetrachloride; zinc In tetrahydrofuran at 25℃; reduction; | A 5% B n/a C n/a |
Conditions | Yield |
---|---|
With sulfuric acid at 48℃; bei der elektrolytischen Reduktion an einer Bleikathode und hoher Stromdichte; |
Conditions | Yield |
---|---|
With chloroform Erhitzen des Reaktionsproduts mit Aethanol und wss. Salzsaeure; |
1-naphthalenecarbothioamide
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; zinc |
1-Cyanonaphthalene
A
(naphth-1-yl)methylamine
B
1-naphthalenecarbothioamide
Conditions | Yield |
---|---|
With NaBH2S3 In tetrahydrofuran |
hydrogenchloride
ethanol
1-naphthalenecarbothioamide
A
(naphth-1-yl)methylamine
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With sodium hydroxide Ansaeuern mit Salzsaeure, Verdampfung den Alkohol und erhitzt man bis zur vollstaendig Loesung; |
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With hydrazine | |
With hydrogenchloride | |
With sodium hydroxide |
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With chloroamine; diethyl ether anschliessesndes Behandeln mit wss. Salzsaeure; |
A
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; zinc |
Conditions | Yield |
---|---|
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; | |
With hydrazine hydrate In ethanol for 4h; Inert atmosphere; Reflux; | 609 mg |
(α-naphthylmethyl)ammonium chloride
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With potassium carbonate In water; ethyl acetate |
(1-naphthyl)methylcarbamic acid
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
In toluene Heating; |
C23H18N2O2
A
(naphth-1-yl)methylamine
B
1-naphthaldehyde
C
1-Cyanonaphthalene
Conditions | Yield |
---|---|
In acetonitrile at 25 - 30℃; Irradiation; |
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Et3N / CH2Cl2 / 20 °C 2: acetonitrile / 25 - 30 °C / Irradiation View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / NH2OH*HCl; Na2CO3 / ethanol; H2O / 2 h / 20 °C 2: glacial AcOH; H2 / Pd/C / ethanol / 2 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 1h; | 100% |
6-bromohexanoyl chloride
(naphth-1-yl)methylamine
6-bromo-hexanoic acid (naphthalen-1-ylmethyl)-amide
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide for 1h; | 100% |
(naphth-1-yl)methylamine
2,4-dichloro-6-(3-methyl-butyl)-pyrimidine
2,4-dinaphthalen-1-ylmethylamino-6-isopentylpyrimidine
Conditions | Yield |
---|---|
at 95℃; for 16h; Inert atmosphere; Autoclave; | 100% |
Conditions | Yield |
---|---|
In methanol at 20℃; Sonication; | 100% |
Conditions | Yield |
---|---|
With copper(I) chloride; 4 A molecular sieve; oxygen In pyridine at 60℃; for 24h; | 99% |
With dmap; copper(l) iodide; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; 4,4'-di-tert-butyl-2,2'-bipyridine In acetonitrile at 20℃; under 760.051 Torr; for 15h; Reagent/catalyst; | 98% |
With potassium hydroxide; nickel copper formate; (Bu4N)2S2O8 In 1,2-dichloro-ethane at 20℃; for 12h; Oxidation; | 90% |
ethyl 2-(pyridinyl-2)acetate
(naphth-1-yl)methylamine
ethyl 3-(naphthalen-1-yl)imidazo[1,5-α]pyridine-1-carboxylate
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; N-iodo-succinimide In N,N-dimethyl acetamide; water at 20℃; for 12h; | 99% |
With sulfur In dimethyl sulfoxide at 110℃; for 2h; Sealed tube; | 84% |
(naphth-1-yl)methylamine
Boc-Phe(p-F)
Conditions | Yield |
---|---|
Stage #1: (naphth-1-yl)methylamine; Boc-Phe(p-F) With 1-hydroxy-7-aza-benzotriazole; HATU In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 1h; | 99% |
Stage #1: (naphth-1-yl)methylamine; Boc-Phe(p-F) With 1-hydroxy-7-aza-benzotriazole; 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℃; for 0.0833333h; Inert atmosphere; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 1h; | 99% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; | |
With benzotriazol-1-ol; 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℃; for 1.5h; |
Conditions | Yield |
---|---|
With iodine; sodium acetate In 1,2-dichloro-ethane for 6h; Reflux; | 99% |
With copper(II) acetate monohydrate In N,N-dimethyl-formamide at 110℃; for 8h; | 90% |
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
at 145℃; for 2h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With magnesium sulfate In ethanol for 20h; Reflux; | 99% |
In chloroform at 40℃; for 9h; |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 3h; | 99% |
(naphth-1-yl)methylamine
methyl 5-(N,N-dimethylamino)-2,4-pentadienoate
Conditions | Yield |
---|---|
In tetrahydrofuran for 120h; Heating; | 98% |
(naphth-1-yl)methylamine
dimethyl acetylenedicarboxylate
malonoyl dichloride
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 98% |
oxalyl dichloride
(naphth-1-yl)methylamine
dimethyl acetylenedicarboxylate
C19H17NO7
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 98% |
(naphth-1-yl)methylamine
chloroacetyl chloride
2-chloro-N-naphthalen-1-yl-methyl-acetamide
Conditions | Yield |
---|---|
With potassium carbonate In water; ethyl acetate at 20℃; for 2h; | 98% |
(2S)-6-{[(benzyloxy)carbonyl]amino}-2-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexanoic acid
(naphth-1-yl)methylamine
benzyl (5S)-6-[(1-naphthylmethyl)amino]-6-oxo-5-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexylcarbamate
Conditions | Yield |
---|---|
Stage #1: (2S)-6-{[(benzyloxy)carbonyl]amino}-2-[(4R)-3-oxo-4-[(phenylacetyl)amino]-3,4,5,10-tetrahydroazepino[3,4-b]indol-2(1H)-yl]hexanoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In dichloromethane at 20℃; for 0.166667h; Stage #2: (naphth-1-yl)methylamine In dichloromethane for 1h; pH=8; | 98% |
(naphth-1-yl)methylamine
2-(2'-phenylethynyl)benzoic acid
3-benzyl-3-hydroxy-2-(naphthalen-1-ylmethyl)isoindolin-1-one
Conditions | Yield |
---|---|
Stage #1: 2-(2'-phenylethynyl)benzoic acid With tetrabutylammonium acetate In water at 100℃; for 0.166667h; Microwave irradiation; Inert atmosphere; Stage #2: (naphth-1-yl)methylamine In water at 100℃; for 0.333333h; Microwave irradiation; Inert atmosphere; regioselective reaction; | 98% |
(naphth-1-yl)methylamine
2-((4-methoxyphenyl)ethynyl)benzoic acid
3-hydroxy-3-(4-methoxybenzyl)-2-(naphthalen-1-ylmethyl)isoindolin-1-one
Conditions | Yield |
---|---|
Stage #1: 2-((4-methoxyphenyl)ethynyl)benzoic acid With tetrabutylammonium acetate In water at 100℃; for 0.166667h; Microwave irradiation; Inert atmosphere; Stage #2: (naphth-1-yl)methylamine In water at 100℃; for 0.333333h; Microwave irradiation; Inert atmosphere; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With N,O-bis-(trimethylsilyl)-acetamide; bis(η3-allyl-μ-chloropalladium(II)); N-[(S)-1-(2-(diphenylphosphino)phenyl)ethyl]-1,7,7-trimethylbicyclo[2,2,1]heptan-2-imine In toluene at 20℃; enantioselective reaction; | 98% |
1-(2-nitrophenyl)-1H-pyrrole
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With water; pyrographite at 140℃; for 20h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 48h; | 98% |
(naphth-1-yl)methylamine
2'-azido-6-chloro-2'-deoxyadenosine
2'-azido-2'-deoxy-N6-(1-naphthylmethyl)adenosine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In propan-1-ol at 50℃; for 16h; Substitution; aminolysis; | 97% |
In propan-1-ol at 50℃; for 16h; |
Conditions | Yield |
---|---|
With dmap In methanol; CH3Cl; dichloromethane | 97% |
(naphth-1-yl)methylamine
methyl chloroformate
methyl N-(1-naphthalenylmethyl)carbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; | 97% |
With triethylamine at 20℃; for 2h; |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 97% |
N-tertiarybutoxycarbonyl-β-alanine N-hydroxysuccinimide ester
(naphth-1-yl)methylamine
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 2h; | 97% |
Product Name: 1-Naphthalenemethylamine
The MF of 1-Naphthalenemethylamine (118-31-0) is C11H11N.
The MW of 1-Naphthalenemethylamine (118-31-0) is 157.21.
Synonyms of 1-Naphthalenemethylamine (118-31-0): 1-Naphthylmethanamine ; Alpha-naphthylmethylamine ; A-menaphthylamine ; 1-Aminomethylnaphthalene ; C-Naphthalen-1-yl-methylamine
Product Categories: Naphthalene derivatives;API intermediates
Form: Clear light yellow to yellow liquid
Index of Refraction: 1.653
EINECS: 204-244-0
Density: 1.095 g/cm3
Flash Point: 148.3 °C
Boiling Point: 294.5 °C
Melting Point: 262-269 °C
Sensitive: Air Sensitive
BRN: 2206459
Safety information of 1-Naphthalenemethylamine (118-31-0):
Hazard Codes Xi
Risk Statements 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection
RIDADR 2735
WGK Germany 3
F 10-34
HazardClass 8
PackingGroup III
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