Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 24h; Reflux; | 95% |
With hydrazine hydrate In ethanol at 20℃; Reflux; | 95% |
With hydrogenchloride | |
With hydrazine hydrate In ethanol Reflux; | |
With hydrazine hydrate In ethanol for 18h; Reflux; |
Conditions | Yield |
---|---|
With sodium carbonate In acetonitrile for 24h; Heating; | 95% |
4-(2-AMINOETHYL)MORPHOLINE
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20 - 25℃; for 5h; Large scale; | 91.3% |
3-(morpholin-4-yl)propionic acid hydrazide
4-(2-AMINOETHYL)MORPHOLINE
Conditions | Yield |
---|---|
With trifluoroacetic acid; sodium nitrite In water at 0 - 80℃; Curtius rearrangement; | 87% |
4-(2-azido-ethyl)-morpholine
4-(2-AMINOETHYL)MORPHOLINE
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 30℃; for 18h; Inert atmosphere; | 77% |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 3.33333h; | 72% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Reflux; | 72% |
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Reflux; | 72% |
With ethanol; sodium; toluene | |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 3h; Reflux; |
Conditions | Yield |
---|---|
With ethanol; sulfuric acid | |
With ethanol; sulfuric acid |
Conditions | Yield |
---|---|
With ammonium hydroxide | |
Multi-step reaction with 2 steps 1: toluene 2: aqueous HCl View Scheme |
4-morpholinoacetonitrile
A
4-(2-AMINOETHYL)MORPHOLINE
B
bis(2-morpholinylethyl)amine
Conditions | Yield |
---|---|
With methanol; nickel at 50℃; under 88260.9 Torr; Hydrogenation; | |
With ammonia; nickel Hydrogenation; | |
With ammonia; cobalt at 90℃; under 180 Torr; Hydrogenation; |
ethylenediamine
3-oxa-1,5-dichloropentane
A
4-(2-AMINOETHYL)MORPHOLINE
B
1,2-dimorpholylethane
C
bis-[2-(2-amino-ethylamino)-ethyl]-ether
3-oxa-1,5-dichloropentane
A
4-(2-AMINOETHYL)MORPHOLINE
B
1,2-dimorpholylethane
Conditions | Yield |
---|---|
With ethylenediamine | |
With ethylenediamine |
Conditions | Yield |
---|---|
With sodium hydroxide 1) H2O; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether Ambient temperature; | 24.05 g |
(2-Morpholin-4-yl-ethylamino)-diphenyl-methanol
A
4-(2-AMINOETHYL)MORPHOLINE
B
benzophenone
Conditions | Yield |
---|---|
With water In acetonitrile at 30℃; Rate constant; |
6-chloro-5-ethylamino-3-methoxy-pyrazine-2-carboxylic acid 2-morpholin-4-yl-ethylamide
A
4-(2-AMINOETHYL)MORPHOLINE
B
6-chloro-5-ethylamino-3-methoxy-pyrazine-2-carboxylic acid
Conditions | Yield |
---|---|
With HZSM-5 In water at 300℃; Temperature; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium azide / acetonitrile; water / 80 °C 2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 30 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
In methanol at 25℃; for 10h; | 100% |
Conditions | Yield |
---|---|
With tetramethylorthosilicate In toluene at 110℃; for 1h; Inert atmosphere; | 100% |
With zirconocene dichloride In toluene at 110℃; for 24h; Inert atmosphere; sealed tube; | 86% |
With [((CH3)5Cp)2Zr(H2O)2OSO2C8F17]+[OSO2C8F17]-*THF In tetrahydrofuran at 100℃; for 12h; Catalytic behavior; Reagent/catalyst; Temperature; | 85% |
3-nitroindeno[1,2-c]isochromene-5,11-dione
4-(2-AMINOETHYL)MORPHOLINE
Conditions | Yield |
---|---|
In chloroform at 20℃; for 16h; | 100% |
In chloroform at 20℃; for 16h; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
With indium(III) bromide at 30 - 35℃; for 0.0833333h; | 100% |
With perchloric acid at 30 - 35℃; for 0.0833333h; | 100% |
In water at 20℃; | 94% |
4-(2-AMINOETHYL)MORPHOLINE
4-phenyl-1-butylamine
3-bromomethylbenzoic acid
Conditions | Yield |
---|---|
Multistep reaction.; | 100% |
Conditions | Yield |
---|---|
In 1,4-dioxane | 100% |
4-(2-AMINOETHYL)MORPHOLINE
pyridine-4-carbaldehyde
pyridine-4-carboxaldehyde-[2-(4-morpholinyl)ethyl]imine
Conditions | Yield |
---|---|
With magnesium sulfate | 100% |
4-(2-AMINOETHYL)MORPHOLINE
pyridine-4-carboxaldehyde-[2-(4-morpholinyl)ethyl]imine
Conditions | Yield |
---|---|
100% | |
100% | |
100% |
4-(2-AMINOETHYL)MORPHOLINE
trifluoromethanesulfonic acid 2-nitronaphthalen-1-yl ester
(2-morpholin-4-yl-ethyl)-(2-nitro-naphthalen-1-yl)-amine
Conditions | Yield |
---|---|
In acetonitrile at 150℃; for 0.0833333h; microwave irradiation; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
2-methyl-N-(2-(2-morpholinoethylamino)pyrimidin-5-yl)-5-nitrobenzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In Isopropyl acetate at 70℃; for 4h; | 100% |
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 70℃; for 4h; |
3-butoxy-4-(hydroxy-methyl-amino)-cyclobut-3-ene-1,2-dione
4-(2-AMINOETHYL)MORPHOLINE
3-(hydroxy-methyl-amino)-4-(2-morpholin-4-yl-ethylamino)-cyclobut-3-ene-1,2-dione
Conditions | Yield |
---|---|
In methanol at 20℃; for 5h; Combinatorial reaction / High throughput screening (HTS); | 100% |
4-(2-AMINOETHYL)MORPHOLINE
4-(5-methyl-2-phenyl-1H-indole-7-yl)amino-cyclohexane-1-carboxylic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 8h; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
methyl 3-(chlorosulfonyl)-4-methoxybenzoate
methyl 4-methoxy-3-(N-(2-morpholinoethyl)sulfamoyl)benzoate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
3-bromo-5-chlorosalicylaldehyde
2-bromo-4-chloro-6-[(2-morpholin-4-ylethylimino)methyl]phenol
Conditions | Yield |
---|---|
In methanol for 1h; Reflux; | 100% |
In ethanol at 20℃; for 0.5h; |
4-(2-AMINOETHYL)MORPHOLINE
Isopropenyl acetate
N-(2-morpholinoethyl)acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 0.666667h; Green chemistry; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
vinyl benzoate
N-(2-morpholinoethyl)benzamide
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 0.666667h; Green chemistry; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
1,4-benzenediacetyl dichloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 16.5h; | 100% |
4-(2-AMINOETHYL)MORPHOLINE
3-Chloro-6-(4-chloro-phenyl)-4-phenyl-pyridazine
Conditions | Yield |
---|---|
for 6h; Heating; | 99% |
4-(2-AMINOETHYL)MORPHOLINE
N-Methylisatoic anhydride
2-Methylamino-N-(2-morpholin-4-yl-ethyl)-benzamide
Conditions | Yield |
---|---|
With isatoic anhydride resin In dichloromethane Ambient temperature; 1.) 14 h; 2.) 90 min; | 99% |
In 1,4-dioxane at 60℃; for 3h; | 76.9% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 23℃; for 1h; | 99% |
In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; | 88% |
4-(2-AMINOETHYL)MORPHOLINE
3-chloro-6-isopropyl-1,2,4-benzotriazine 1-oxide
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane for 8h; Heating; | 99% |
In methanol; 1,2-dimethoxyethane | 99% |
In 1,2-dimethoxyethane for 2h; Heating / reflux; | 99% |
4-(2-AMINOETHYL)MORPHOLINE
5-bromo-2-toluenesulfonyl chloride
4-bromo-2-methyl-N-(2-morpholin-4-yl-ethyl)benzene sulfonamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 40℃; for 18h; | 99% |
Conditions | Yield |
---|---|
With sodium t-butanolate In neat (no solvent) at 20℃; for 1h; Inert atmosphere; Schlenk technique; Green chemistry; | 99% |
With lithium hexamethyldisilazane In tetrahydrofuran; toluene at 23℃; for 15h; Inert atmosphere; chemoselective reaction; | 90% |
With zirconium(IV) oxide In diethylene glycol dimethyl ether at 160℃; under 3750.38 Torr; Flow reactor; Green chemistry; | 80% |
In diethyl ether | |
With family VIII carboxylesterase EstCE1 In dimethyl sulfoxide at 25℃; for 42h; Enzymatic reaction; |
4-(2-AMINOETHYL)MORPHOLINE
tert-butyl acetoacetate
(Z)-tert-butyl 3-(2-morpholinoethylamino)but-2-enoate
Conditions | Yield |
---|---|
With silica gel at 20℃; for 18h; | 99% |
4-(2-AMINOETHYL)MORPHOLINE
1-(4-fluorobenzyl)-5-(methoxycarbonyl)-1H-pyrrolo[2,3-c]pyridine-3-carboxylic acid
methyl 1-(4-fluorobenzyl)-3-((2-(morpholin-4-yl)ethyl)carbamoyl)-1H-pyrrolo[2,3-c]pyridine-5-carboxylate
Conditions | Yield |
---|---|
Stage #1: 1-(4-fluorobenzyl)-5-(methoxycarbonyl)-1H-pyrrolo[2,3-c]pyridine-3-carboxylic acid With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere; Stage #2: 4-(2-AMINOETHYL)MORPHOLINE In N,N-dimethyl-formamide at 20℃; Inert atmosphere; | 99% |
4-(2-AMINOETHYL)MORPHOLINE
ethyl 1-(2-bromoethyl)-3-phenyl-1H-pyrazole-5-carboxylate
5-(2-morpholinoethyl)-2-phenyl-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one
Conditions | Yield |
---|---|
With potassium iodide for 0.0166667h; Microwave irradiation; | 99% |
4-(2-AMINOETHYL)MORPHOLINE
ethyl 1-(2-bromoethyl)-3-(4-chlorophenyl)-1H-pyrazole-5-carboxylate
2-(4-chlorophenyl)-5-(2-morpholinoethyl)-6,7-dihydropyrazolo[1,5-a]pyrazin-4(5H)-one
Conditions | Yield |
---|---|
With potassium iodide for 0.0166667h; Microwave irradiation; | 99% |
4-(2-AMINOETHYL)MORPHOLINE
2-acetylpyridine
(2-morpholin-4-ylethyl)-(1-pyridin-2-ylethylidene)amine
Conditions | Yield |
---|---|
In methanol for 0.5h; Reflux; | 99% |
In ethanol for 2h; Reflux; | 61.5% |
In methanol |
4-(2-AMINOETHYL)MORPHOLINE
1-Chloro-4-iodobenzene
carbon monoxide
moclobemide
Conditions | Yield |
---|---|
With triethylamine; triphenylphosphine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 80℃; for 18h; Glovebox; Sealed tube; Inert atmosphere; | 99% |
With 1,4-diaza-bicyclo[2.2.2]octane; 9-{[5-(diphenylphosphanyl)-9,9-dimethyl-9H-xanthen-4-yl]diphenyl-λ4-phosphanyl}-O-methanesulfonyl-8-methyl-8λ4-aza-9-palladatricyclo[8.4.0.02,7]tetradeca-1(14),2,4,6,10,12-hexaene-9,9-bis(ylium)-10-uid-9-olate In tetrahydrofuran at 80℃; for 16h; Sealed tube; | 98% |
With potassium carbonate In toluene at 120℃; under 1034.32 Torr; for 24h; | 94% |
Molecular Formula: C6H14N2O
Molar mass: 130.19 g/mol
EINECS: 218-011-6
Density: 1.002 g/cm3
Flash Point: 76.3 °C
Index of Refraction: 1.473
Melting point: 24 °C
Water solubility: Soluble
Boiling Point: 202.6 °C at 760 mmHg
Vapour Pressure: 0.289 mmHg at 25°C
Appearance: Clear colorless to pale yellow liq. after melting
Product categories: Heterocyclic Building Blocks;Morpholines
Structure of 4-(2-Aminoethyl)morpholine (2038-03-1):
XLogP3-AA: -1.1
H-Bond Donor: 1
H-Bond Acceptor: 3
IUPAC Name: 2-Morpholin-4-ylethanamine
Canonical SMILES: C1COCCN1CCN
InChI: InChI=1S/C6H14N2O/c7-1-2-8-3-5-9-6-4-8/h1-7H2
InChIKey: RWIVICVCHVMHMU-UHFFFAOYSA-N
1. | skn-rbt 10 mg/24H open | JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269. | ||
2. | eye-rbt 50 µg/24H SEV | 85JCAE Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986,888. | ||
3. | orl-rat LD50:3000 mg/kg | JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269. | ||
4. | scu-mus LD50:2145 mg/kg | JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269. | ||
5. | skn-gpg LD50:300 mg/kg | JIHTAB Journal of Industrial Hygiene and Toxicology. 26 (1944),269. |
Carcinogenicity of 4-(2-Aminoethyl)morpholine (2038-03-1) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.You can see actual entry in RTECS for complete information.
Reported in EPA TSCA Inventory.
Poison by skin contact. Moderately toxic by ingestion and subcutaneous routes. A skin and severe eye irritant. Moderately flammable when exposed to heat, flame, or oxidizing materials. To fight fire, use alcohol foam, dry chemical. When heated to decomposition it emits toxic fumes of NOx.
Hazard Note: Toxic
Hazard Codes: C,T
Risk Statements:
22: Harmful if swallowed
23: Toxic by inhalation
24: Toxic in contact with skin
25: Toxic if swallowed
34: Causes burns
43: May cause sensitization by skin contact
Safety Statements:
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
4-(2-Aminoethyl)morpholine (2038-03-1) also can be called 2-(Morpholin-4-yl)ethanamin ; 4-Morpholineethanamine ; N-Aminoethylmorpholine ; 2-(morpholin-4-yl)ethanamine .It is hazardous,so the first aid measures and others should be known.Such as: When on the skin: first,should flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Secondly,Get shoesmedical aid . Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.Then get medical aid soon.While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Give artificial respiration while not breathing. When breathing is difficult, give oxygen.And as soon as to get medical aid. Then you have the ingesting of the product : Do not induce vomiting and get medical aid immediately.Notes to physician: Treat supportively and symptomatically.
In addition, 4-(2-Aminoethyl)morpholine (2038-03-1) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents,acids, acid chlorides, acid anhydrides,and you must not take it with incompatible materials,moisture. And also prevent it to broken down into hazardous decomposition products: oxides of nitrogen,carbon monoxide.
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