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N-(3-Chloropropyl)morpholine

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Name

N-(3-Chloropropyl)morpholine

EINECS 461-510-0
CAS No. 7357-67-7 Density 1.062 g/cm3
PSA 12.47000 LogP 0.88540
Solubility N/A Melting Point NA
Formula C7H14ClNO Boiling Point 227.1 °C at 760 mmHg
Molecular Weight 163.647 Flash Point 91.2 °C
Transport Information N/A Appearance Light Yellow to Colourless Liquid
Safety 26-36/37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 7357-67-7 (N-(3-Chloropropyl)morpholine) Hazard Symbols N/A
Synonyms

1-Chloro-3-morpholinopropane;3-(Morpholin-4-yl)propyl chloride;3-Chloro-1-(morpholin-4-yl)propane;3-Morpholinopropyl chloride;4-(3-Chloropropyl)morpholine;Morpholine,4-(3-chloropropyl)-;

Article Data 57

N-(3-Chloropropyl)morpholine Synthetic route

110-91-8

morpholine

109-70-6

1,3-chlorobromopropane

7357-67-7

4-(3-chloropropyl)morpholine

Conditions
ConditionsYield
In toluene96%
In toluene for 2h; Reflux;96%
With zinc In tetrahydrofuran at 20℃; for 1h;95%
4441-30-9

3-morpholin-4-ylpropan-1-ol

7357-67-7

4-(3-chloropropyl)morpholine

Conditions
ConditionsYield
With thionyl chloride In dichloromethane at 20℃; for 2h;96%
With thionyl chloride; chloroform
With thionyl chloride
861453-11-4

4-methoxy-3-[3-(4-morpholinyl)propoxy]benzaldehyde

7357-67-7

4-(3-chloropropyl)morpholine

Conditions
ConditionsYield
With nitric acid In water at 40 - 45℃; for 4.33333 - 4.5h;

5-(3-methoxy-4-fluoromethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-one

A

7357-67-7

4-(3-chloropropyl)morpholine

B

3-morpholinopropyl-5-(3-methoxy-4-fluoromethoxyphenyl)-6-ethyl-3,6-dihydro-1,3,4-thiadiazin-2-one

8-Hydroxy-(3-methylphenyl)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

A

7357-67-7

4-(3-chloropropyl)morpholine

B

2-(3-methylphenyl)-8-(3-morpholinopropoxy)-4,4a,5,6-tetrahydrobenzo[h]cinnolin-3(2H)-one

110-91-8

morpholine

4986-89-4

pentaerythritol tetraacrylate

109-70-6

1,3-chlorobromopropane

7357-67-7

4-(3-chloropropyl)morpholine

Conditions
ConditionsYield
With sodium hydroxide In toluene
7357-67-7

4-(3-chloropropyl)morpholine

617-05-0

ethyl vanillate

108479-25-0

ethyl 3-methoxy-4-(3-morpholinopropoxy)benzoate

Conditions
ConditionsYield
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 ether100%
With potassium carbonate In N,N-dimethyl-formamide at 80℃;100%
7357-67-7

4-(3-chloropropyl)morpholine

3074-27-9

1H-indole-5-sulfonamide

76-05-1

trifluoroacetic acid

1-(3-morpholinopropyl)-1H-indole-5-sulfonamide trifluoroacetate

Conditions
ConditionsYield
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%
7357-67-7

4-(3-chloropropyl)morpholine

87687-75-0

methyl 4-(benzyloxy)-3-hydroxybenzoate

C22H27NO5

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 95℃; for 3h; Inert atmosphere;99.1%
7357-67-7

4-(3-chloropropyl)morpholine

52805-46-6

2-methoxy-5-cyanophenol

675126-28-0

4-methoxy-3-[3-(morpholin-4-yl)propoxy]benzonitrile

Conditions
ConditionsYield
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%

N-(3-Chloropropyl)morpholine Chemical Properties


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/cm
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 Uses

 N-(3-Chloropropyl)morpholine (CAS NO.7357-67-7) is commonly used as gefitinib intermediate.

N-(3-Chloropropyl)morpholine Toxicity Data With Reference

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.

N-(3-Chloropropyl)morpholine Safety Profile

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 Specification

 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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