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4319-49-7

Basic Information
CAS No.: 4319-49-7
Name: 4-Morpholinamine
Molecular Structure:
Molecular Structure of 4319-49-7 (4-Morpholinamine)
Formula: C4H10N2O
Molecular Weight: 102.13
Synonyms: Morpholine,4-amino- (6CI,7CI,8CI);(Morpholin-4-yl)amine;4-Aminomorpholine;4-Morpholineamine;N-Aminomorpholine;NSC 6825;
EINECS: 224-347-4
Density: 1.062 g/cm3
Melting Point:
Boiling Point: 168 °C at 760 mmHg
Flash Point: 58.3 °C
Solubility: Miscible with water
Appearance: Clear colorless to faintly yellow liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 23-16
Transport Information: UN 1993 3/PG 3
PSA: 38.49000
LogP: -0.16950
Synthetic route
59-89-2

N-nitrosomorpholine

4319-49-7

1-aminomorpholine

Conditions
ConditionsYield
With titanium(III) chloride In water for 1h; Ambient temperature;76%
With ethanol; sodium
With zinc In acetic acid
59-89-2

N-nitrosomorpholine

A

4319-49-7

1-aminomorpholine

B

57902-11-1

N,N'-bis(morpholino)diazene

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0 - 10℃; for 3h; 1) R.T., 1 h 2) reflux, 3 h;A 31%
B 1.0 g
With lithium aluminium tetrahydride In diethyl ether at 0 - 10℃; for 3h; 1) R.T., 1 h 2) reflux, 3 h;A 31%
B 31%
110-91-8

morpholine

4319-49-7

1-aminomorpholine

Conditions
ConditionsYield
With chloroamine
With potassium hydroxide; hydroxylamine-O-sulfonic acid In water for 0.166667h; Heating;
With ammonium acetate; hydrogenchloride; sodium nitrite In methanol; water
13529-51-6

N,N-di(2-hydroxyethyl)hydrazine

A

110-91-8

morpholine

B

4319-49-7

1-aminomorpholine

Conditions
ConditionsYield
With sulfuric acid
111-44-4

3-oxa-1,5-dichloropentane

4319-49-7

1-aminomorpholine

Conditions
ConditionsYield
With ethanol; hydrazine hydrate
59-89-2

N-nitrosomorpholine

A

110-91-8

morpholine

B

4319-49-7

1-aminomorpholine

Conditions
ConditionsYield
With titanium(III) chloride; ammonium acetate In water for 1h; Product distribution; Ambient temperature; variation of reaction conditions ( pH<1, pH=9.4 );A 3 % Chromat.
B 86 % Chromat.
With hydrogenchloride; zinc In water for 24h; Product distribution; Ambient temperature;A 8 % Chromat.
B 98 % Chromat.
With potassium hydroxide; aluminium In water for 24h; Product distribution; Ambient temperature;A 43 % Chromat.
B 64 % Chromat.
4164-32-3

N-nitromorpholine

A

110-91-8

morpholine

B

4319-49-7

1-aminomorpholine

Conditions
ConditionsYield
With acetic acid In acetonitrile Product distribution; Mechanism;
59-89-2

N-nitrosomorpholine

A

4319-49-7

1-aminomorpholine

B

dimorpholino-diimide

dimorpholino-diimide

Conditions
ConditionsYield
With acetic acid; zinc
59-89-2

N-nitrosomorpholine

64-19-7

acetic acid

zinc dust

zinc dust

A

4319-49-7

1-aminomorpholine

B

dimorpholino-diimide

dimorpholino-diimide

64-17-5

ethanol

7803-57-8

hydrazine hydrate

111-44-4

3-oxa-1,5-dichloropentane

4319-49-7

1-aminomorpholine

7803-57-8

hydrazine hydrate

111-44-4

3-oxa-1,5-dichloropentane

A

4319-49-7

1-aminomorpholine

B

17173-82-9

4,4'-bimorpholine

C

bis-(2-morpholinoamino-ethyl)-ether

Ni(H2NC6H4SO2NC3H2NS)2(4-amino-morpholine)2

A

4319-49-7

1-aminomorpholine

B

sulfanilic acid thiazol-2-ylamide; nickel (II)-salt

Conditions
ConditionsYield
With H2O or aq. mineral acid decompn. with H2O or dild. aq. mineral acid;
decompn. on heating;
decompn. on heating;
With H2O or aq. mineral acid decompn. with H2O or dild. aq. mineral acid;
21223-18-7

O(CH2CH2)2NNH2*BH3

A

4319-49-7

1-aminomorpholine

B

1333-74-0

hydrogen

C

11113-50-1

boric acid

Conditions
ConditionsYield
In water
In water
4319-49-7

1-aminomorpholine

98-59-9

p-toluenesulfonyl chloride

351186-41-9

4-methyl-N-morpholin-4-ylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;17 mg
4319-49-7

1-aminomorpholine

1240998-70-2

1-(2,4-dichlorophenyl)-6-methyl-1H-benzofuro[3,2-0c]pyrazole-3-carboxylic acid

1240996-83-1

N-(morpholin-1-yl)-1-(2,4-dichlorophenyl)-6-methyl-1H-benzofuro[3,2-c]pyrazole-3-carbohydrazide

Conditions
ConditionsYield
Stage #1: 1-(2,4-dichlorophenyl)-6-methyl-1H-benzofuro[3,2-0c]pyrazole-3-carboxylic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 1h;
Stage #2: 1-aminomorpholine In dichloromethane at 20℃; for 22h;
100%
4319-49-7

1-aminomorpholine

50-00-0

formaldehyd

7-[4-(4-{[(4-benzyl-5-mercapto-4H-1,2,4-triazole-3-yl)methyl]amino}-2-fluorophenyl)piperazin-1-yl]-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-3-carboxylic acid

7-(4-{4-[({4-benzyl-1-[(morpholin-4-ylamino)methyl]-5-thioxo-4,5-dihydro-1H-1,2,4-triazol-3-yl}methyl)amino]-2-fluorophenyl}piperazin-1-yl)-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 0.1h; Temperature; Reagent/catalyst; Solvent; Mannich Aminomethylation; Microwave irradiation;100%
4319-49-7

1-aminomorpholine

23074-10-4

5-ethylfurfural

125142-80-5

[1-(5-Ethyl-furan-2-yl)-meth-(E)-ylidene]-morpholin-4-yl-amine

Conditions
ConditionsYield
In ethanol for 0.5h; heating on a steam bath;99%
4319-49-7

1-aminomorpholine

5720-07-0

4-methoxyphenylboronic acid

557780-43-5

4-methoxy-N-morpholinobenzenesulfonamide

Conditions
ConditionsYield
With DABCO-bis(sulfur dioxide); tetrabutylammomium bromide; oxygen; palladium diacetate In 1,4-dioxane at 80℃; for 12h;99%
4319-49-7

1-aminomorpholine

2553-19-7

diethoxydiphenylsilane

351186-42-0

N‐morpholinobenzenesulfonamide

Conditions
ConditionsYield
With 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide); oxygen; copper diacetate; cesium fluoride; XPhos In 1,4-dioxane at 80℃;99%
4319-49-7

1-aminomorpholine

C9H8ClN2O(1+)*BF4(1-)

1-(6-chloro-2,3-dihydrobenzofuran-3-yl)-N-morpholinomethanesulfonamide

Conditions
ConditionsYield
With 1,4-diazabicyclo[2.2.2]octane-triethylenediamine-bis(sulfur dioxide) In acetonitrile at 25℃; for 0.166667h; Inert atmosphere;99%
4319-49-7

1-aminomorpholine

52178-50-4

Methyl 3-formylbenzoate

(E)-methyl 3-((morpholinoimino)methyl)benzoate

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 22h; Inert atmosphere;99%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;
4319-49-7

1-aminomorpholine

529-20-4

2-methylphenyl aldehyde

(E)-N-(2-methylbenzylidene)morpholin-4-amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 24h; Inert atmosphere;99%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;94%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;
4319-49-7

1-aminomorpholine

455-19-6

4-Trifluoromethylbenzaldehyde

(E)-N-morpholino-1-(4-(trifluoromethyl)phenyl)methanimine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 18h; Inert atmosphere;99%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;92%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;92%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;
4319-49-7

1-aminomorpholine

50-00-0

formaldehyd

1-ethyl-6-fluoro-4-oxo-7-{4-[(5-oxo-4-phenyl-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl] piperazin-1-yl}-1,4-dihydroquinoline-3-carboxylic acid

1-ethyl-6-fluoro-7-{4-{[1-[(morpholin-4-ylamino)methyl]-5-oxo-4-phenyl-4,5-dihydro-1H-1,2,4-triazol-3-yl]methyl}piperazin-1-yl}-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Conditions
ConditionsYield
With hydrogenchloride for 0.116667h; Time; Microwave irradiation;99%
4319-49-7

1-aminomorpholine

446-52-6

2-Fluorobenzaldehyde

(E)-1-(2-fluorophenyl)-N-morpholinomethanimine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 16h; Inert atmosphere;99%
4319-49-7

1-aminomorpholine

87-13-8

diethyl 2-ethoxymethylenemalonate

94621-02-0

(morpholinyl-4 amino)-3 ethoxycarbonyl-2 propenoate d'ethyle

Conditions
ConditionsYield
In methanol for 1h; Ambient temperature;98%
796875-26-8

1-(4-chlorophenyl)-2-(2,4-dichlorophenyl)-5-methyl-1H-imidazole-4-carboxylic acid

4319-49-7

1-aminomorpholine

1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)-5-methyl-N-(morpholin-4-yl)-1H-imidazole-4-carboxamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h;98%
4319-49-7

1-aminomorpholine

16419-60-6

2-Methylphenylboronic acid

1255365-30-0

2-methyl-N-morpholinobenzenesulfonamide

Conditions
ConditionsYield
With DABCO-bis(sulfur dioxide); tetrabutylammomium bromide; oxygen; palladium diacetate In 1,4-dioxane at 80℃; for 12h;98%
4319-49-7

1-aminomorpholine

98-80-6

phenylboronic acid

351186-42-0

N‐morpholinobenzenesulfonamide

Conditions
ConditionsYield
With DABCO-bis(sulfur dioxide); tetrabutylammomium bromide; oxygen; palladium diacetate In 1,4-dioxane at 80℃; for 12h;98%
4319-49-7

1-aminomorpholine

36719-51-4

3,3-diethyl-1-(4-methylphenyl)-1-triazene

351186-41-9

4-methyl-N-morpholin-4-ylbenzenesulfonamide

Conditions
ConditionsYield
With boron trifluoride diethyl etherate; sulfur dioxide In acetonitrile at 60℃; for 3h; Inert atmosphere; Schlenk technique;98%
4319-49-7

1-aminomorpholine

459-57-4

4-fluorobenzaldehyde

(E)-1-(4-fluorophenyl)-N-morpholinomethanimine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;98%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;93%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;
4319-49-7

1-aminomorpholine

105-07-7

4-cyanobenzaldehyde

(E)-4-((morpholinoimino)methyl)benzonitrile

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 20h; Inert atmosphere;98%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;83%
With magnesium sulfate In dichloromethane at 20℃;
4319-49-7

1-aminomorpholine

75-15-0

carbon disulfide

107-05-1

3-chloroprop-1-ene

2-(morpholine-4-yl)imino-4-(iodomethyl)-1,3-dithiolane

Conditions
ConditionsYield
Stage #1: 1-aminomorpholine; carbon disulfide; 3-chloroprop-1-ene With potassium carbonate In neat liquid at 0 - 20℃; Green chemistry;
Stage #2: With iodine In neat liquid at 20℃; for 0.3h; Green chemistry;
98%
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Chemistry


IUPAC Name: Morpholin-4-amine
Molecular Formula: C4H10N2O
Molecular Weight: 102.14 g/mol
Canonical SMILES: N1(CCOCC1)N
InChI: InChI=1/C4H10N2O/c5-6-1-3-7-4-2-6/h1-5H2
Mol File: 4319-49-7.mol
EINECS: 224-347-4
Classification Code: Mutation data
Product Categories: Variousamine; Aromatic Morpholines; Amines;Morpholines & Thiomorpholines; Morpholines & Thiomorpholines; Building Blocks; Heterocyclic Building Blocks; Morpholines
Water Solubility: miscible
logP(octanol-water): -1.580
XLogP3: -1.1
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 0
Exact Mass: 102.079313
MonoIsotopic Mass: 102.079313
Topological Polar Surface Area: 38.5
Heavy Atom Count: 7
Complexity: 51.7
Index of Refraction: 1.477
Molar Refractivity: 27.17 cm3
Molar Volume: 96.1 cm3
Polarizability: 10.77×10-24cm3
Surface Tension: 36.9 dyne/cm
Density: 1.062 g/cm3
Flash Point: 58.3 °C
Enthalpy of Vaporization: 40.44 kJ/mol
Boiling Point: 168 °C at 760 mmHg
Atmospheric OH Rate Constant: 7.48E-11 cm3/molecule-sec at 25 °C
Vapour Pressure of 4-Morpholinamine (CAS NO.4319-49-7): 1.65 mmHg at 25 °C

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral > 1gm/kg (1000mg/kg)   Farmaco. Vol. 45, Pg. 223, 1990.

Safety Profile

Hazard Codes: HarmfulXn.FlammableF.IrritantXi
Risk Statements: 20/21/22-36/37/38 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-23-16 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing. 
S23: Do not breathe vapour. 
S16: Keep away from sources of ignition.
RIDADR: UN 1993 3/PG 3
WGK Germany: 3
Hazard Note: Harmful
HazardClass: 3
PackingGroup of 4-Morpholinamine (CAS NO.4319-49-7): III

Specification

 4-Morpholinamine (CAS NO.4319-49-7), its Synonyms are Morpholin-4-ylamine ; Morpholine, 4-amino- ; 4-27-00-00623 (Beilstein Handbook Reference) ; 4-Aminomorpholine ; Morpholine, 4-amino- ; N-Aminomorpholine . It is clear colorless to faintly yellow liquid.