2-(quinolin-2-ylmethyl)isoindoline-1,3-dione
2-aminomethylquinoline
Conditions | Yield |
---|---|
With hydrazine hydrate for 12h; Reflux; | 85% |
With hydrazine hydrate In ethanol for 5h; Reflux; |
2-aminomethylquinoline
Conditions | Yield |
---|---|
With hydrazine hydrate for 12h; Reflux; | 85% |
quinolin-2-ylmethanamine bischlorohydrate
2-aminomethylquinoline
Conditions | Yield |
---|---|
With sodium hydroxide In water pH=10; | 82% |
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal | 76% |
With palladium 10% on activated carbon; hydrogen In acetic acid at 20℃; under 10343.2 Torr; for 6h; Autoclave; | 46% |
With hydrogen; trifluoroacetic acid; palladium on activated charcoal In methanol under 1551.4 Torr; for 2h; Ambient temperature; |
Conditions | Yield |
---|---|
With acetic acid; zinc In ethanol at 20℃; for 13h; | 73% |
With trifluoroacetic acid; zinc at 20℃; | 71% |
(E)-2-quinolinecarbaldehyde oxime
2-aminomethylquinoline
Conditions | Yield |
---|---|
With ethanol; acetic acid; zinc |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 99 percent / benzoyl chloride 2: 76 percent / hydrogen / Pd/C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: CH2Cl2 / 0.5 h 2: NH3 / CH2Cl2 / 0.05 h 3: 89 percent / triethylamine, trifluoroacetic anhydride / CH2Cl2 / 0.03 h / 0 °C 4: H2, trifluoroacetic acid / 10percent Pd/C / methanol / 2 h / 1551.4 Torr / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 89 percent / triethylamine, trifluoroacetic anhydride / CH2Cl2 / 0.03 h / 0 °C 2: H2, trifluoroacetic acid / 10percent Pd/C / methanol / 2 h / 1551.4 Torr / Ambient temperature View Scheme |
1-imidazolyl-2-quinolinylmethanone
2-aminomethylquinoline
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NH3 / CH2Cl2 / 0.05 h 2: 89 percent / triethylamine, trifluoroacetic anhydride / CH2Cl2 / 0.03 h / 0 °C 3: H2, trifluoroacetic acid / 10percent Pd/C / methanol / 2 h / 1551.4 Torr / Ambient temperature View Scheme |
Conditions | Yield |
---|---|
palladium In water; acetic acid |
N,N-di-Boc-quinolin-2-ylmethanamine
2-aminomethylquinoline
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydrogenchloride / ethanol / 0 - 90 °C 2: sodium hydroxide / water / pH 10 View Scheme |
quinoline-2-carboxylic acid methyl ester
2-aminomethylquinoline
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium tetrahydroborate / tetrahydrofuran / 0.5 h / 20 - 35 °C 2: phosphorus tribromide / dichloromethane / 0 - 20 °C 3: potassium carbonate / acetonitrile / 2 h / 20 °C / Reflux 4: hydrogenchloride / ethanol / 0 - 90 °C 5: sodium hydroxide / water / pH 10 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: phosphorus tribromide / dichloromethane / 0 - 20 °C 2: potassium carbonate / acetonitrile / 2 h / 20 °C / Reflux 3: hydrogenchloride / ethanol / 0 - 90 °C 4: sodium hydroxide / water / pH 10 View Scheme | |
Multi-step reaction with 3 steps 1: phosphorus tribromide; triethylamine / dichloromethane / 20 °C / Cooling with ice 2: sodium azide / N,N-dimethyl-formamide / 20 °C 3: triphenylphosphine / tetrahydrofuran; water / 5 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / acetonitrile / 2 h / 20 °C / Reflux 2: hydrogenchloride / ethanol / 0 - 90 °C 3: sodium hydroxide / water / pH 10 View Scheme | |
Multi-step reaction with 2 steps 1: sodium azide / N,N-dimethyl-formamide / 20 °C 2: triphenylphosphine / tetrahydrofuran; water / 5 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
With hydrogen In tetrahydrofuran; methanol at 50℃; under 3102.97 Torr; for 12h; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium acetate / ethanol / 3 h / Reflux 2: hydrogen / tetrahydrofuran; methanol / 12 h / 50 °C / 3102.97 Torr View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: selenium(IV) oxide / 1,4-dioxane / 1 h / Reflux 2: sodium tetrahydroborate / methanol / 0 - 20 °C / Reflux 3: phosphorus tribromide; triethylamine / dichloromethane / 20 °C / Cooling with ice 4: sodium azide / N,N-dimethyl-formamide / 20 °C 5: triphenylphosphine / tetrahydrofuran; water / 5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: copper(l) iodide; triphenylphosphine; 2,2'-azobis(isobutyronitrile); potassium carbonate / 1,4-dioxane / 24 h / 120 °C / Inert atmosphere 2: hydrazine hydrate / 12 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: copper(l) iodide; triphenylphosphine; 2,2'-azobis(isobutyronitrile); potassium carbonate / 1,4-dioxane / 24 h / 120 °C / Inert atmosphere 2: hydrazine hydrate / 12 h / Reflux View Scheme |
2-(azidomethyl)quinoline
2-aminomethylquinoline
Conditions | Yield |
---|---|
With triphenylphosphine In tetrahydrofuran; water at 20℃; for 5h; Staudinger Azide Reduction; |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: sodium tetrahydroborate / methanol / 0 - 20 °C / Reflux 2: phosphorus tribromide; triethylamine / dichloromethane / 20 °C / Cooling with ice 3: sodium azide / N,N-dimethyl-formamide / 20 °C 4: triphenylphosphine / tetrahydrofuran; water / 5 h / 20 °C View Scheme |
2-aminomethylquinoline
bis(2-quinolylcarbonyl)diimide
Conditions | Yield |
---|---|
Stage #1: 2-aminomethylquinoline With copper(II) acetate monohydrate In ethanol for 24h; in air; Stage #2: With edetate disodium In chloroform; water | 100% |
2-aminomethylquinoline
1-[2-deoxy-3,5-bis-O-(tert-butyldimethylsilyl)-β-D-ribofuranosyl]-4-[1,2,4]triazol-1-yl-1H-pyrimidin-2-one
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 100℃; for 23h; | 95% |
2-aminomethylquinoline
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h; | 94% |
Conditions | Yield |
---|---|
Stage #1: 2-aminomethylquinoline; methyl fluorobenzenedithiocarboxylate In tetrahydrofuran at 20℃; for 0.75h; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; dimethyl sulfoxide; ethyl acetate at 20℃; for 2.5h; | 88% |
Stage #1: 2-aminomethylquinoline; methyl fluorobenzenedithiocarboxylate In tetrahydrofuran at 20℃; for 0.75h; Stage #2: With iodine In tetrahydrofuran at 20℃; for 1.5h; | 88% |
With iodine In tetrahydrofuran at 20℃; for 2.5h; | 83% |
2-aminomethylquinoline
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 10h; | 88% |
Conditions | Yield |
---|---|
With triethylamine In neat (no solvent) at 210℃; under 12929 Torr; for 0.0166667h; Irradiation; | 87% |
2-aminomethylquinoline
methyl dithiobenzoate
toluene-4-sulfonic acid hydrazide
Conditions | Yield |
---|---|
With iodine In ethanol at 80℃; for 14h; | 85% |
2-aminomethylquinoline
benzoyl chloride
N-(quinolin-2-ylmethyl)benzamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
With iodine In ethanol at 80℃; for 14h; | 84% |
2-aminomethylquinoline
anthranilic acid amide
2-(2-quinolinyl)-3-hydroquinazolin-4-one
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-phenanthroline-5,6-dione; toluene-4-sulfonic acid In chlorobenzene at 100℃; under 760.051 Torr; for 24h; | 84% |
With 4-phenylnaphthalene-1,2-dione; oxygen; trifluoroacetic acid In dimethyl sulfoxide at 100℃; for 24h; | 60% |
Conditions | Yield |
---|---|
With phosphoric acid at 160℃; for 2h; | 84% |
Conditions | Yield |
---|---|
With phosphoric acid at 160℃; for 2h; | 83% |
2-aminomethylquinoline
(E)-2-quinolinecarbaldehyde oxime
Conditions | Yield |
---|---|
With Acetaldehyde oxime; 3-methyl-4-oxa-5-azahomoadamantane; oxygen In water at 100℃; for 11h; Green chemistry; | 82% |
Conditions | Yield |
---|---|
Stage #1: 2-aminomethylquinoline; methyl dithiobenzoate In tetrahydrofuran at 20℃; for 0.75h; Stage #2: With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In tetrahydrofuran; dimethyl sulfoxide; ethyl acetate at 20℃; for 2h; | 81% |
Stage #1: 2-aminomethylquinoline; methyl dithiobenzoate In tetrahydrofuran at 20℃; for 0.75h; Stage #2: With iodine In tetrahydrofuran at 20℃; for 1.5h; | 81% |
2-aminomethylquinoline
methyl dithiobenzoate
4-methoxybenzenesulfonyl hydrazide
Conditions | Yield |
---|---|
With iodine In ethanol at 80℃; for 14h; | 80% |
2-aminomethylquinoline
5,7-dichloro-3-iso-propyl-pyrazolo[1,5-a]pyrimidine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In ethanol Reflux; | 78% |
2-aminomethylquinoline
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
Stage #1: 2-aminomethylquinoline; 4-trifluoromethylbenzoic acid 3-phenylallyl ester With zinc(II) fluoride; bis(η3-allyl-μ-chloropalladium(II)); 1,3-bis-(diphenylphosphino)propane; C29H19F3O2 In toluene at 0℃; for 2h; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate With sodium carbonate In dichloromethane Catalytic behavior; Reagent/catalyst; | 75% |
Conditions | Yield |
---|---|
Stage #1: 2-aminomethylquinoline; C17H12ClF3O2 With zinc(II) fluoride; bis(η3-allyl-μ-chloropalladium(II)); 1,3-bis-(diphenylphosphino)propane; C29H19F3O2 In toluene at 0℃; Inert atmosphere; Stage #2: di-tert-butyl dicarbonate With sodium carbonate In dichloromethane | 70% |
2-aminomethylquinoline
2-AMINOBENZENESULFONAMIDE
3-(quinolin-2-yl)-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide
Conditions | Yield |
---|---|
With copper(l) iodide; 1,10-phenanthroline-5,6-dione; toluene-4-sulfonic acid In chlorobenzene at 100℃; under 760.051 Torr; for 24h; | 68% |
3-formylisoquinoline
2-aminomethylquinoline
tris(3-isoquinolylmethyl)amine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; Schlenk technique; | 65% |
Conditions | Yield |
---|---|
With phosphoric acid at 160℃; for 2h; | 61% |
2-aminomethylquinoline
water
copper(II) acetate monohydrate
[Cu(bis(2-quinolylcarbonyl)diimide)(H2O)(OAc)]
Conditions | Yield |
---|---|
In ethanol ligand added to EtOH soln. of Cu compd. (2:1 molar ratio); crystd. on storage for 1 wk, elem. anal.; | 58% |
2-aminomethylquinoline
1-nitrobutane
1-propylimidazo[1,5-a]quinoline
Conditions | Yield |
---|---|
With phosphoric acid at 160℃; for 2h; | 56% |
Conditions | Yield |
---|---|
With phosphoric acid at 160℃; for 2h; | 46% |
The 2-Quinolinemethanamine with the cas number 5760-20-3 is also called Quinoline,2-(aminomethyl)-. The IUPAC name is quinolin-2-ylmethanamine. Its molecular formula is C10H10N2. This chemical is a kind of organics. It should be stored in dry and cool environment.
The properties of the chemical are: (1)ACD/LogP: 0.96; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.72; (4)ACD/LogD (pH 7.4): -0.06; (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): 7.57; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 16.13Å2; (13)Index of Refraction: 1.662; (14)Molar Refractivity: 50.63 cm3; (15)Molar Volume: 136.7 cm3; (16)Polarizability: 20.07×10-24cm3; (17)Surface Tension: 54.2 dyne/cm; (18)Enthalpy of Vaporization: 53.18 kJ/mol; (19)Vapour Pressure: 0.00185 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: n1c(ccc2ccccc12)CN
(2)InChI: InChI=1/C10H10N2/c11-7-9-6-5-8-3-1-2-4-10(8)12-9/h1-6H,7,11H2
(3)InChIKey: HGHPGHVNTQSTNM-UHFFFAOYAM
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