Conditions | Yield |
---|---|
In toluene | 96% |
In toluene for 2h; Reflux; | 96% |
With zinc In tetrahydrofuran at 20℃; for 1h; | 95% |
Conditions | Yield |
---|---|
With thionyl chloride In dichloromethane at 20℃; for 2h; | 96% |
With thionyl chloride; chloroform | |
With thionyl chloride |
4-methoxy-3-[3-(4-morpholinyl)propoxy]benzaldehyde
4-(3-chloropropyl)morpholine
Conditions | Yield |
---|---|
With nitric acid In water at 40 - 45℃; for 4.33333 - 4.5h; |
A
4-(3-chloropropyl)morpholine
A
4-(3-chloropropyl)morpholine
morpholine
pentaerythritol tetraacrylate
1,3-chlorobromopropane
4-(3-chloropropyl)morpholine
Conditions | Yield |
---|---|
With sodium hydroxide In toluene |
4-(3-chloropropyl)morpholine
ethyl vanillate
ethyl 3-methoxy-4-(3-morpholinopropoxy)benzoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 2h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2h; | 100% |
With potassium carbonate In N-methyl-acetamide; diethyl ether | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 100% |
4-(3-chloropropyl)morpholine
1H-indole-5-sulfonamide
trifluoroacetic acid
Conditions | Yield |
---|---|
Stage #1: 4-(3-chloropropyl)morpholine; 1H-indole-5-sulfonamide With tetra-(n-butyl)ammonium iodide; sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 2h; Inert atmosphere; Stage #2: trifluoroacetic acid In methanol; water | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 95℃; for 3h; Inert atmosphere; | 99.1% |
4-(3-chloropropyl)morpholine
2-methoxy-5-cyanophenol
4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 10h; | 98% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 78℃; for 4h; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 10h; | 95% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 2h; Reflux; | 98% |
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide for 18h; Heating; | 61% |
4-(3-chloropropyl)morpholine
4-((4-nitrophenyl)ethynyl)phenol
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h; | 98% |
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 6h; | 98% |
4-(3-chloropropyl)morpholine
ethyl 3-hydroxy-4-methoxybenzoate
ethyl 4-methoxy-3-(3-morpholin-4-ylpropoxy)benzoate
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetonitrile for 4h; Heating; | 97.7% |
4-(3-chloropropyl)morpholine
3-methoxy-4-hydroxybenzoic acid
3-methoxy-4-(3-morpholinopropoxy)benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide; potassium iodide; potassium carbonate In hydrogenchloride; methanol; ethanol; N,N-dimethyl-formamide | 97% |
With sodium hydroxide; potassium iodide; potassium carbonate In hydrogenchloride; methanol; ethanol; N,N-dimethyl-formamide | 97% |
With sodium hydroxide; potassium iodide; potassium carbonate In hydrogenchloride; methanol; ethanol; N,N-dimethyl-formamide | 97% |
Stage #1: 4-(3-chloropropyl)morpholine; 3-methoxy-4-hydroxybenzoic acid With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 100℃; for 3h; Stage #2: With sodium hydroxide In ethanol; water at 90℃; for 2h; Stage #3: With hydrogenchloride In ethanol; water | 97% |
4-(3-chloropropyl)morpholine
ethyl 6-amino-2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate
ethyl 6-amino-3-(3-morpholinopropyl)-2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetonitrile at 70℃; for 3h; | 97% |
4-(3-chloropropyl)morpholine
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone for 23h; Inert atmosphere; Reflux; | 97% |
4-(3-chloropropyl)morpholine
6-bromoquinazolin-4(3H)-one
6-bromo-3-(3-morpholinylpropyl)-4(3H)-quinazolinone
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h; | 92.4% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h; | 92% |
4-(3-chloropropyl)morpholine
Conditions | Yield |
---|---|
Stage #1: N-(3-(tert-butyl)phenyl)-5-hydroxyquinolin-2-amine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 4-(3-chloropropyl)morpholine With sodium iodide In N,N-dimethyl-formamide at 95℃; | 95.8% |
4-(3-chloropropyl)morpholine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 85℃; for 10h; | 95.21% |
4-(3-chloropropyl)morpholine
tert-butyl 3-(6-acetoxy-7-methoxyquinazolin-4-yl)-5-chloro-6-fluoroindole-1-carboxylate
tert-butyl 5-chloro-6-fluoro-3-[7-methoxy-6-(3-morpholin-4-ylpropoxy)quinazolin-4-yl]indole-1-carboxylate
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetonitrile at 60℃; for 4h; | 95.1% |
With 18-crown-6 ether; potassium carbonate In acetonitrile at 60℃; for 4h; |
4-(3-chloropropyl)morpholine
3-hydroxy-4-methoxybenzoate
4-methoxy-5-[3-(4-morpholinyl)propoxy]benzoic acid methyl ester
Conditions | Yield |
---|---|
With tri-n-butylammonium iodide; potassium carbonate In butanone Heating; | 95% |
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 6h; | 86% |
With sodium carbonate In N,N-dimethyl-formamide at 85℃; for 10h; | 86% |
With tetra-(n-butyl)ammonium iodide; potassium carbonate In butanone for 20h; Heating / reflux; | |
With potassium carbonate; tetra-(n-butyl)ammonium iodide In butanone for 20h; Heating / reflux; |
4-(3-chloropropyl)morpholine
2-methoxy-4-nitrophenol
3-methoxy-4-(3'-N-morpholino)propoxynitro-benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 8h; | 95% |
4-(3-chloropropyl)morpholine
4-piperidone hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetonitrile at 80℃; for 6h; Inert atmosphere; | 95% |
4-(3-chloropropyl)morpholine
4-Iodophenol
4-(3-(4-iodophenoxy)propyl)morpholine
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 5h; Reflux; | 95% |
4-(3-chloropropyl)morpholine
4-(2,4-dimethoxybenzyl)-5-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-2,4-dihydro-3H-1,2,4-triazol-3-one
4-(2,4-Dimethoxybenzyl)-5-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-2-(3-morpholin-4-ylpropyl)-2,4-dihydro-3H-1,2,4-triazol-3-one
Conditions | Yield |
---|---|
Stage #1: 4-(2,4-dimethoxybenzyl)-5-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-2,4-dihydro-3H-1,2,4-triazol-3-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Stage #2: 4-(3-chloropropyl)morpholine With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 20h; | 94% |
4-(3-chloropropyl)morpholine
2-nitro-4-methoxy-5-[3-(morpholin-4-yl)propoxy]benzonitrile
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In acetonitrile at 85℃; for 4h; | 94% |
4-(3-chloropropyl)morpholine
7-methoxy-6-(3-morpholinopropoxy)-3,4-dihydroquinazolin-4-one
Conditions | Yield |
---|---|
With 1-butyl-3-methylimidazolium Tetrafluoroborate In N,N-dimethyl-formamide at 55 - 60℃; for 5h; | 93.7% |
4-(3-chloropropyl)morpholine
Conditions | Yield |
---|---|
Stage #1: 4-(6-bromo-1H-benzo[d]imidazol-1-yl)phenol With potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.166667h; Stage #2: 4-(3-chloropropyl)morpholine In N,N-dimethyl-formamide at 60℃; for 12h; | 92.1% |
4-(3-chloropropyl)morpholine
4-(3-chloro-4-fluorophenylamino)-6-hydroxy-7-methoxyquinazoline
gefitinib
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 60℃; for 3h; Reagent/catalyst; Temperature; | 92% |
With tetrabutylammomium bromide; sodium carbonate; potassium iodide In iso-butanol Reflux; | 90% |
In N,N-dimethyl-formamide at 80 - 90℃; Concentration; | 88% |
Conditions | Yield |
---|---|
With sodium hydroxide In dimethyl sulfoxide for 72h; not specified; | 92% |
4-(3-chloropropyl)morpholine
2-hydroxy-3-methoxy-5-nitronaphthalene
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 3h; | 92% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 3h; | 92% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 3h; | 92% |
4-(3-chloropropyl)morpholine
2-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrazolo[3,4-b]azepin-4(2H)-one
2-(4-methoxybenzyl)-8-(3-morpholinopropyl)-5,6,7,8-tetrahydro pyrazolo[3,4-b]azepin-4(2H)-one
Conditions | Yield |
---|---|
Stage #1: 2-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrazolo[3,4-b]azepin-4(2H)-one With 15-crown-5; sodium t-butanolate In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: 4-(3-chloropropyl)morpholine In tetrahydrofuran Reflux; | 90% |
Stage #1: 2-(4-methoxybenzyl)-5,6,7,8-tetrahydropyrazolo[3,4-b]azepin-4(2H)-one With 15-crown-5; sodium t-butanolate In tetrahydrofuran for 0.0833333h; Inert atmosphere; Stage #2: 4-(3-chloropropyl)morpholine In tetrahydrofuran Inert atmosphere; Reflux; | 15 g |
4-(3-chloropropyl)morpholine
7-hydroxy-6-methoxy-4-pentafluorophenoxyquinazoline
4-pentafluorophenoxy-6-methoxy-7-(3-morpholinopropoxy)quinazoline
Conditions | Yield |
---|---|
With potassium carbonate In N-methyl-acetamide | 89% |
4-(3-chloropropyl)morpholine
10H-pyrido<3,4-b><1,4>benzothiazine
10-(3-Morpholin-4-yl-propyl)-10H-9-thia-2,10-diaza-anthracene
Conditions | Yield |
---|---|
With sodium hydride In 1,4-dioxane; toluene for 10h; Heating; | 88% |
IUPAC Name: 4-(3-Chloropropyl)morpholine
Molecular Formula: C7H14ClNO
Molecular Weight: 163.64 g/mol
SMILES: N1(CCCCl)CCOCC1
InChI: InChI=1/C7H14ClNO/c8-2-1-3-9-4-6-10-7-5-9/h1-7H2
Product Categories: Aromatic Morpholines; Benzomorpholines & Benzothiomorpholines; Methyl Halides;Morpholines & Thiomorpholines; API intermediates; Heterocycles; Intermediates; Intermediates & Fine Chemicals; Pharmaceuticals; Benzomorpholines & Benzothiomorpholines; Methyl Halides; Morpholines & Thiomorpholines
Index of Refraction: 1.463
Molar Refractivity: 42.42 cm3
Molar Volume: 154 cm3
Polarizability: 16.81×10-24 cm3
Surface Tension: 32 dyne/cm
Density: 1.062 g/cm3
Flash Point: 91.2 °C
Enthalpy of Vaporization: 46.37 kJ/mol
Boiling Point: 227.1 °C at 760 mmHg
Vapour Pressure of N-(3-Chloropropyl)morpholine (CAS NO.7357-67-7): 0.0789 mmHg at 25 °C
N-(3-Chloropropyl)morpholine (CAS NO.7357-67-7) is commonly used as gefitinib intermediate.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intravenous | 104mg/kg (104mg/kg) | Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 33, Pg. 169, 1976. |
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements of N-(3-Chloropropyl)morpholine (CAS NO.7357-67-7): 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.
N-(3-Chloropropyl)morpholine (CAS NO.7357-67-7), its Synonyms are 1-Chloro-3-morpholinopropane ; 3-Morpholinopropyl chloride ; 4-(3-Chloropropyl)morpholine ; Morpholine, 4-(3-chloropropyl)- .
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