azetidine hydrochloride
azetidine
Conditions | Yield |
---|---|
With potassium hydroxide In water at 20 - 95℃; for 3h; Inert atmosphere; | 89% |
With sodium hydroxide In dichloromethane; water | |
With sodium hydroxide In water at 20℃; for 1h; | |
With potassium hydroxide In water | |
With sodium hydroxide In water at 20℃; for 1h; | 18 g |
azetidine hydrochloride
azetidine
Conditions | Yield |
---|---|
In water at 90℃; | 85% |
N-benzhydryl azetidine
azetidine
Conditions | Yield |
---|---|
With hydrogenchloride; potassium hydroxide; hydrogen; palladium on activated charcoal 1.) methanol, 60 deg C, 40 - 80 psi, 2 h, 2.) 100 deg C; | 83% |
azetidine
Conditions | Yield |
---|---|
With sodium; ethylene glycol | 81% |
Conditions | Yield |
---|---|
With triethylamine at 170℃; for 0.025h; microwave irradiation; | A n/a B 65% |
N-benzhydryl azetidine
A
azetidine
B
N-γ-aminopropyltrimethyleneimine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In methanol other solvents; | A 50% B n/a |
Conditions | Yield |
---|---|
Heating; | A 33% B 15% |
3-<(Triphenylphosphoranylidene)amino>-1-propanol
azetidine
Conditions | Yield |
---|---|
at 190℃; for 1.5h; | 29% |
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With pentan-1-ol; sodium at 120℃; | |
With ammonia; sodium |
Conditions | Yield |
---|---|
Destillation von salzsaurem Trimethylendiamin; |
3-chloropropan-1-amine
A
azetidine
B
3-(3-aminopropylamino)propan-1-ol
C
N-γ-aminopropyltrimethyleneimine
D
N1-(3-Azetidin-1-yl-propyl)-propane-1,3-diamine
E
1-amino-2-propene
F
propan-1-ol-3-amine
Conditions | Yield |
---|---|
With sodium hydroxide In water at 80℃; Product distribution; | A n/a B 6 % Chromat. C 50 % Chromat. D 25 % Chromat. E n/a F 15 % Chromat. |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 0℃; |
3-chloropropan-1-amine
ethylenediamine
A
azetidine
B
N-(2-Aminoethyl)-1,3-propanediamine
Conditions | Yield |
---|---|
With sodium hydroxide In water Product distribution; Heating; | A 3 % Chromat. B 96 % Chromat. |
3-chloropropan-1-amine
ethylenediamine
A
azetidine
B
3-(3-aminopropylamino)propan-1-ol
Conditions | Yield |
---|---|
With sodium hydroxide In water at 50℃; Kinetics; Mechanism; Thermodynamic data; other temperatures; ΔH(excit.), ΔS(excit.), Ea; |
azetidine
Conditions | Yield |
---|---|
With pentan-1-ol; sodium |
Conditions | Yield |
---|---|
Kochen; |
Conditions | Yield |
---|---|
Trockene Destillation; |
Conditions | Yield |
---|---|
bei der Destillation; |
A
azetidine
Conditions | Yield |
---|---|
With potassium hydroxide at 80℃; |
Conditions | Yield |
---|---|
at 25.5 - 35.5℃; Kinetik der Umwandlung; Reaktion des Hydrobromids; |
Conditions | Yield |
---|---|
byproducts: NaCl; 0-20 ° C;; |
Conditions | Yield |
---|---|
0-20 ° C;; |
Conditions | Yield |
---|---|
With dodecacarbonyl-triangulo-triruthenium; water; N–phenyl–2–(dicyclohexylphosphino)pyrrole In cyclohexane at 140℃; for 21h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Autoclave; | |
at 350℃; under 760.051 Torr; for 1h; Inert atmosphere; Flow reactor; |
azetidine
N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid
4-(azetidine-1-carbonyl)-piperidine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 12h; | 100% |
Stage #1: N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In tetrahydrofuran at 20℃; for 1h; Stage #2: azetidine With triethylamine In tetrahydrofuran for 14h; | 100% |
Stage #1: N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In tetrahydrofuran at 22℃; for 1h; Stage #2: azetidine In tetrahydrofuran at 22℃; |
azetidine
2,4-dichloro-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine
4-(azetidin-1-yl)-2-chloro-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.5h; | 100% |
In methanol at 20℃; for 0.5h; | 100% |
azetidine
1-methyl-5-(2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid
4-(azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid (2-phenyl-[1,2,4]triazolo[1,5-a]pyridin-7-yl)amide
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate at 70℃; for 2h; | 100% |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate at 70℃; for 2h; | 100% |
azetidine
N-{1-[N-(benzyloxycarbonyl)-sulfamoyl]pyridin-4(1H)-ylidene}-N-methylmethanaminium chloride
benzyl (azetidin-1-ylsulfonyl)carbamate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; | 100% |
In dichloromethane at 20℃; | 100% |
azetidine
3-chloro-5-(3-iodo-1H-pyrazol-1-yl)pyridazine
3-(azetidin-1-yl)-5-(3-iodo-1H-pyrazol-1-yl)pyridazine
Conditions | Yield |
---|---|
In 1,4-dioxane at 60℃; for 6h; | 100% |
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 120℃; for 1h; | 100% |
Conditions | Yield |
---|---|
Stage #1: C69H116N6O29 With N-ethyl-N,N-diisopropylamine; O‐(1H‐benzotriazol‐1‐yl)‐N,N,N′,N′‐tetramethyluronium tetrafluoroborate In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Stage #2: azetidine at 55℃; Sealed tube; | 100% |
Stage #1: C69H116N6O29 With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃; for 3h; Stage #2: azetidine In N,N-dimethyl-formamide at 55℃; Sealed tube; | 100% |
azetidine
Conditions | Yield |
---|---|
With tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate In toluene at 110℃; for 24h; Buchwald-Hartwig Coupling; Sealed tube; Inert atmosphere; | 100% |
azetidine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 0.166667h; | 100% |
azetidine
(E)-O-methyl-4-nitrobenzohydroximoyl chloride
Azetidin-1-yl-(4-nitro-phenyl)-methanone O-methyl-oxime
Conditions | Yield |
---|---|
In benzene at 32℃; | 99.7% |
In benzene at 32℃; Rate constant; | |
In acetonitrile at 32℃; Rate constant; different amine excess; | |
In acetonitrile at 32℃; |
azetidine
N-chloroazetidine
Conditions | Yield |
---|---|
With N-chloro-succinimide at 20℃; under 0.1 Torr; | 99% |
With N-chloro-succinimide under 0.001 Torr; for 3h; Ambient temperature; | |
With N-chloro-succinimide; chlorine at 600℃; quarz U-tube; | |
With N-chloro-succinimide | |
With N-chloro-succinimide at 46.9℃; under 0.008 - 0.08 Torr; Yield given; |
azetidine
5-bromomethyl-2,3-dimethoxy-7-nitro-quinoxaline
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydroxide In dichloromethane | 99% |
azetidine
6-(2-hydroxyethyl)-2-(methylthio)-4-pyrimidinyl 4-methyl-1-benzenesulfonate
Conditions | Yield |
---|---|
In tetrahydrofuran at 70℃; for 48h; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 90℃; for 3h; Inert atmosphere; | 99% |
With PS-morpholine In chloroform at 50℃; for 2h; |
azetidine
5-(bromomethyl)-1-methyl-3-nitro-1H-pyrazole
5-(azetidin-1-ylmethyl)-1-methyl-3-nitro-1H-pyrazole
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 99% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; | 90% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; | 90% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; | 75.1% |
azetidine
5-(ethoxycarbonyl)-1-methyl-1H-pyrazole-4-carboxylic acid
4-(azetidine-1-carbonyl)-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With propylphosphonic anhydride; N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 20℃; | 99% |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; ethyl acetate at 0 - 20℃; | 60.7% |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 20℃; | |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In ethyl acetate at 20℃; for 3h; Cooling; |
azetidine
3-bromo-4-chloropyridine
4-(azetidin-1-yl)-3-bromopyridine
Conditions | Yield |
---|---|
With caesium carbonate In 1,2-dimethoxyethane at 90℃; for 18h; Inert atmosphere; capped; | 99% |
With caesium carbonate In 1,2-dimethoxyethane at 90℃; for 18h; Inert atmosphere; | 66% |
azetidine
(E)-2-{8-[(4-chloro-2-methyl-6-propylpyrimidin-5-yl)methyl]-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene}propanenitrile
(E)-2-(8-{[4-(azetidin-1-yl)-2-methyl-6-propylpyrimidin-5-yl]methyl}-3-fluorodibenzo[b,e]oxepin-11(6H)-ylidene)propanenitrile
Conditions | Yield |
---|---|
In ethanol at 50℃; for 2h; | 99% |
Conditions | Yield |
---|---|
at 35℃; for 18h; | 99% |
azetidine
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide | 99% |
azetidine
Conditions | Yield |
---|---|
With triethylamine In dimethyl sulfoxide at 80℃; for 0.0833333h; | 99% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran 1.) 0 deg C, 20 min, 2.) RT, 1 h; | 98% |
Conditions | Yield |
---|---|
In dichloromethane for 0.666667h; | 98% |
In dichloromethane for 0.666667h; | 98% |
In dichloromethane for 1h; | 97% |
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; dichloromethane at 0 - 20℃; Inert atmosphere; | 98% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; chloroform at 0℃; for 0.333333h; |
Conditions | Yield |
---|---|
In dichloromethane for 0.666667h; | 98% |
azetidine
cis-Cl2(Ph3P)Pd(CNC6H4-p-OMe)
Conditions | Yield |
---|---|
In tetrahydrofuran To suspn. of Pd compd. is added azetidine, then react. mixture is stirred at 0°C, is allowed to warm to room temp., mixture is stirred at room temp. for 10 h (under N2).; monitored by IR, ppt. is filtered off, washed with n-hexane, dried under vacuum, recrystd. from CH2Cl2-n-hexane, elem. anal.; | 98% |
azetidine
cyclohexanedione monoethylene ketal
potassium cyanide
8-azetidin-1-yl-1,4-dioxaspiro[4,5]decane-8-carbonitrile
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 0 - 20℃; for 120h; | 98% |
azetidine
cyclohexanedione monoethylene ketal
8-azetidin-1-yl-1,4-dioxaspiro[4,5]decane-8-carbonitrile
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 20℃; for 120h; Cooling with ice; | 98% |
azetidine
5-phenylmethoxypyridin-2-carboxylic acid
2-(azetidin-1-ylcarbonyl)-5-(benzyloxy)pyridine
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; | 98% |
Conditions | Yield |
---|---|
With triethylamine In methanol at 70℃; for 1h; | 98% |
The Azetidine, with the CAS registry number 503-29-7 and EINECS registry number 207-963-8, is a heterocyclic organic compound. And the molecular formula of this chemical is C3H7N. It is a kind of clear colorless liquid, and belongs to the class of four membered rings and it contains a nitrogen atom. It is sensitive to moisture and air, and should be stored at 2-8°C with the shielding gas argon.
The physical properties of Azetidine are as following: (1)ACD/LogP: -0.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.3; (4)ACD/LogD (pH 7.4): -3.23; (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): 1; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.426; (14)Molar Refractivity: 17.18 cm3; (15)Molar Volume: 67 cm3; (16)Polarizability: 6.81×10-24cm3; (17)Surface Tension: 27.1 dyne/cm; (18)Density: 0.851 g/cm3; (19)Enthalpy of Vaporization: 30.69 kJ/mol; (20)Boiling Point: 64.9 °C at 760 mmHg; (21)Vapour Pressure: 162 mmHg at 25°C.
Uses of Azetidine: It can react with bis-(3-amino-propyl)-amine to produce N,N'-bis-(3-amino-propyl)-propanediyldiamine. This reaction will need catalyst palladium black. The reaction time is 12 hours with temperature of 120°C, and the yield is about 75%.
You should be cautious while dealing with this chemical. It is a kind of highly flammale chemical which may cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Keep away from sources of ignition - No smoking; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: N1CCC1
(2)InChI: InChI=1/C3H7N/c1-2-4-3-1/h4H,1-3H2
(3)InChIKey: HONIICLYMWZJFZ-UHFFFAOYAE
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