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438056-69-0

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438056-69-0 Usage

Chemical Properties

4-(4-AMINOPHENYL)MORPHOLIN-3-ONE is Off-White Solid

Uses

Different sources of media describe the Uses of 438056-69-0 differently. You can refer to the following data:
1. 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE is used in the preparation of various Morpholine based pharmaceuticals.
2. Rivaroxaban intermediate

Flammability and Explosibility

Nonflammable

Check Digit Verification of cas no

The CAS Registry Mumber 438056-69-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,3,8,0,5 and 6 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 438056-69:
(8*4)+(7*3)+(6*8)+(5*0)+(4*5)+(3*6)+(2*6)+(1*9)=160
160 % 10 = 0
So 438056-69-0 is a valid CAS Registry Number.
InChI:InChI=1/C10H12N2O2/c11-8-1-3-9(4-2-8)12-5-6-14-7-10(12)13/h1-4H,5-7,11H2

438056-69-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(4-Aminophenyl)morpholin-3-one

1.2 Other means of identification

Product number -
Other names 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:438056-69-0 SDS

438056-69-0Synthetic route

4-(4-nitrophenyl)-3-morpholinone
446292-04-2

4-(4-nitrophenyl)-3-morpholinone

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In ethanol at 60℃; under 3000.3 Torr; for 3h; Autoclave;97.8%
With hydrogen In water; isopropyl alcohol at 50 - 55℃; under 7600.51 - 11400.8 Torr; for 5h; Temperature; Reagent/catalyst; Solvent; Pressure; Autoclave;96.4%
With hydrogen; palladium on activated charcoal In methanol; water at 40℃; under 1500.15 Torr; for 17h;95%
4-(4-aminophenyl)-3-morpholinone hydrochloride

4-(4-aminophenyl)-3-morpholinone hydrochloride

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane at 0 - 20℃; for 2h;96%
ethanolamine
141-43-5

ethanolamine

4-(4-nitrophenyl)-3-morpholinone
446292-04-2

4-(4-nitrophenyl)-3-morpholinone

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With iron; acetic acid In acetonitrile at 30℃; for 3h;95%
4-(4-nitrophenyl)-3-morpholinone
446292-04-2

4-(4-nitrophenyl)-3-morpholinone

A

2-(2-((4-nitrophenyl)amino)ethoxy) acetohydrazide

2-(2-((4-nitrophenyl)amino)ethoxy) acetohydrazide

B

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With iron(III) chloride; pyrographite; hydrazine hydrate In ethanol; water for 2h; Reflux;A n/a
B 93%
N-(4-aminophenyl)-2-(2-chloroethoxy)acetamide

N-(4-aminophenyl)-2-(2-chloroethoxy)acetamide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In dichloromethane at 0 - 20℃; for 5h; Concentration;92.4%
With tetrabutylammomium bromide; potassium carbonate In dichloromethane at 0 - 20℃; for 3h;92.4%
With tetrabutylammomium bromide; potassium carbonate In dichloromethane at 0 - 20℃; for 5h; Concentration;35.2 g
N-(tert-butoxycarbonyl)-4-(3-oxo-morpholinyl)aniline

N-(tert-butoxycarbonyl)-4-(3-oxo-morpholinyl)aniline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 2h; Reflux;92%
[4-(3-oxo-morpholin-4-yl)phenyl]carbamic acid benzyl ester
1313613-18-1

[4-(3-oxo-morpholin-4-yl)phenyl]carbamic acid benzyl ester

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 3h; Reflux;90%
4-(4-nitrosophenyl)-3-morpholinone

4-(4-nitrosophenyl)-3-morpholinone

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With ethanol; 5%-palladium/activated carbon; hydrogen at 40℃; under 2068.65 Torr; for 2h; Inert atmosphere; Heating;89.5%
methyl N-[4-(3-oxo-4-morpholinyl)phenyl]carbamate
1252018-07-7

methyl N-[4-(3-oxo-4-morpholinyl)phenyl]carbamate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 4h; Reflux;85%
morpholine-3-one
109-11-5

morpholine-3-one

4-haloaniline

4-haloaniline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine In toluene at 110℃; for 2h; Ullmann Condensation; Microwave irradiation;75%
morpholine-3-one
109-11-5

morpholine-3-one

p-aminoiodobenzene
540-37-4

p-aminoiodobenzene

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With copper(l) iodide; 8-quinolinol; potassium carbonate In dimethyl sulfoxide at 130℃; for 12h; Inert atmosphere;53.45%
With copper(l) iodide; N,N-dimethyl-formamide at 120℃; Inert atmosphere;50%
With potassium carbonate; N,N`-dimethylethylenediamine; copper(l) iodide In 1,4-dioxane at 110℃;
With potassium carbonate; copper(l) iodide; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃;
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 110℃;
4-nitro-aniline
100-01-6

4-nitro-aniline

Boc-NH-L-Phe-L-Ala-NH-NH-C6H4-resinAc-X

Boc-NH-L-Phe-L-Ala-NH-NH-C6H4-resinAc-X

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 5 h / 95 °C
2: K2CO3 / acetonitrile / 8 h / 20 °C
3: H2 / Pd/C / methanol / 1 h / 35 °C / 750.06 Torr
View Scheme
4-(2-(2-chloroethoxy)acetamido)1-nitrobenzene
811450-82-5

4-(2-(2-chloroethoxy)acetamido)1-nitrobenzene

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: K2CO3 / acetonitrile / 8 h / 20 °C
2: H2 / Pd/C / methanol / 1 h / 35 °C / 750.06 Torr
View Scheme
SnCl2 dihydrate

SnCl2 dihydrate

4-(4-nitrophenyl)-3-morpholinone
446292-04-2

4-(4-nitrophenyl)-3-morpholinone

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
In ethanol; ethyl acetate
2-Anilinoethanol
122-98-5

2-Anilinoethanol

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / ethanol; water / 0.5 h / 38 - 45 °C / pH 10 - 13 / Industry scale
2: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C
3: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide / isopropyl alcohol / 0 - 40 °C / pH 7 - 8
2: nitric acid; sulfuric acid / 1 h / -10 °C
3: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
View Scheme
Multi-step reaction with 3 steps
1: sodium hydroxide / ethanol; water
2: sulfuric acid; nitric acid / water
3: 5%-palladium/activated carbon; hydrogen / ethanol / 40 °C
View Scheme
4-phenyl-3-morpholinone
29518-11-4

4-phenyl-3-morpholinone

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C
2: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C
View Scheme
Multi-step reaction with 2 steps
1: nitric acid; sulfuric acid / 1 h / -10 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
View Scheme
Multi-step reaction with 2 steps
1: sulfuric acid; nitric acid / water
2: 5%-palladium/activated carbon; hydrogen / ethanol / 40 °C
View Scheme
morpholine-3-one
109-11-5

morpholine-3-one

4-bromo-aniline
106-40-1

4-bromo-aniline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In toluene Inert atmosphere; Reflux;
With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine In toluene Inert atmosphere;
bromobenzene
108-86-1

bromobenzene

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: copper(l) iodide; potassium carbonate / water / 15 h / 80 °C
2.1: hydrogenchloride; sodium nitrite / water / 5 h / 0 - 5 °C / Cooling
3.1: triethylamine / tetrahydrofuran / 4.6 h / Cooling with ice
3.2: 1.3 h / 35 °C / Heating
4.1: ethanol; 5%-palladium/activated carbon; hydrogen / 2 h / 40 °C / 2068.65 Torr / Inert atmosphere; Heating
View Scheme
4-nitroso-N-2-hydroxyethylaniline
52671-43-9

4-nitroso-N-2-hydroxyethylaniline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / tetrahydrofuran / 4.6 h / Cooling with ice
1.2: 1.3 h / 35 °C / Heating
2.1: ethanol; 5%-palladium/activated carbon; hydrogen / 2 h / 40 °C / 2068.65 Torr / Inert atmosphere; Heating
View Scheme
para-nitrophenyl bromide
586-78-7

para-nitrophenyl bromide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetonitrile / 18 h / 60 °C
1.2: 2 h / 60 °C
2.1: iron; acetic acid / acetonitrile / 3 h / 30 °C
View Scheme
4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetonitrile / 6 h / 60 °C
1.2: 2 h / 60 °C
2.1: iron; acetic acid / acetonitrile / 3 h / 30 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / 3 h / 100 - 105 °C / Green chemistry
2: hydrogen / water; isopropyl alcohol / 4 h / 50 - 55 °C / 2280.15 - 3040.2 Torr / Autoclave; Green chemistry
3: 5,5-dimethyl-1,3-cyclohexadiene / 5 h / 100 - 110 °C / Green chemistry
View Scheme
4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetonitrile / 18 h / 60 °C
1.2: 2 h / 60 °C
2.1: iron; acetic acid / acetonitrile / 3 h / 30 °C
View Scheme
Multi-step reaction with 4 steps
1.1: caesium carbonate / acetonitrile / 0.5 h / 10 - 20 °C / Inert atmosphere
1.2: 5 h / 20 - 80 °C
2.1: caesium carbonate / 1,4-dioxane / Reflux
3.1: potassium tert-butylate / toluene / 5 h / 100 °C
4.1: palladium 10% on activated carbon; hydrogen / methanol / 10 h / 70 °C / 2280.15 Torr
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / acetonitrile / 0.83 h / 10 - 20 °C / Inert atmosphere
1.2: 10 h / 20 - 35 °C
2.1: potassium carbonate / 1,4-dioxane / Reflux
3.1: caesium carbonate / toluene / 10 h / 70 °C
4.1: palladium 10% on activated carbon; hydrogen / methanol / 10 h / 70 °C / 2280.15 Torr
View Scheme
2-(2-((methylsulfonyl)oxy)ethoxy)-N-phenylacetamide

2-(2-((methylsulfonyl)oxy)ethoxy)-N-phenylacetamide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C
2.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
3.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
3.2: 5 h / Cooling; Reflux
View Scheme
Acetanilid
103-84-4

Acetanilid

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: nitric acid; acetic acid; sulfuric acid / 2 h / 0 - 25 °C
2.1: potassium carbonate / tetrahydrofuran / 4 h / 0 - 55 °C
3.1: potassium carbonate / acetonitrile / 6 h / Reflux
4.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
5.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
5.2: 5 h / Cooling; Reflux
View Scheme
4-nitro-aniline
100-01-6

4-nitro-aniline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium carbonate / tetrahydrofuran / 4 h / 0 - 55 °C
2.1: potassium carbonate / acetonitrile / 6 h / Reflux
3.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
4.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
4.2: 5 h / Cooling; Reflux
View Scheme
Multi-step reaction with 3 steps
1: toluene / 6.5 h / 5 - 98 °C
2: potassium carbonate / acetonitrile / 10 h / 20 °C
3: 5%-palladium/activated carbon; hydrogen / methanol
View Scheme
2-(2-chloroethoxy)-N-phenylacetamide

2-(2-chloroethoxy)-N-phenylacetamide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / acetonitrile / 6 h / Reflux
2.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
3.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
3.2: 5 h / Cooling; Reflux
View Scheme
aniline
62-53-3

aniline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 4 h / 0 - 25 °C
2.1: potassium carbonate / acetonitrile / 6 h / Reflux
3.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
4.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
4.2: 5 h / Cooling; Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 4 h / 0 - 5 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C
3.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
4.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
4.2: 5 h / Cooling; Reflux
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine / tert-butyl methyl ether / 4 h / 0 - 5 °C
2.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C
3.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
4.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
4.2: 5 h / Cooling; Reflux
View Scheme
2-(2-((benzenesulfonyl)oxy)ethoxy)-N-phenylacetamide

2-(2-((benzenesulfonyl)oxy)ethoxy)-N-phenylacetamide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C
2.1: acetic anhydride; nitric acid / 5 h / 0 - 25 °C
3.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.5 h / Reflux
3.2: 5 h / Cooling; Reflux
View Scheme
1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: pyridine / tetrahydrofuran / 5 h / 10 - 20 °C
2: tetrabutylammomium bromide; potassium carbonate / dichloromethane / 5 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: pyridine / tetrahydrofuran / 3 h / 10 - 20 °C
2: potassium carbonate; tetrabutylammomium bromide / dichloromethane / 3 h / 0 - 20 °C
View Scheme
(R)-oxiranemethanol
57044-25-4

(R)-oxiranemethanol

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

4-[4-{(R)-2,3-dihydroxy-propylamino}phenyl]morpholin-3-one
1447919-65-4

4-[4-{(R)-2,3-dihydroxy-propylamino}phenyl]morpholin-3-one

Conditions
ConditionsYield
In methanol for 14h; Reflux;100%
benzyl chloroformate
501-53-1

benzyl chloroformate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

[4-(3-oxo-morpholin-4-yl)phenyl]carbamic acid benzyl ester
1313613-18-1

[4-(3-oxo-morpholin-4-yl)phenyl]carbamic acid benzyl ester

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone; toluene at 0 - 30℃; for 4h;98%
With sodium hydrogencarbonate In water; acetone; toluene at 0 - 20℃; for 4h;98%
With sodium hydrogencarbonate In water; acetone at 0℃; for 3.5h;96.2%
nonanoic acid
112-05-0

nonanoic acid

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C19H28N2O3

C19H28N2O3

Conditions
ConditionsYield
With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h; Inert atmosphere;98%
5-chlorothiophene-2-carbonyl chloride
42518-98-9

5-chlorothiophene-2-carbonyl chloride

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

N-[4-(3-morpholinon-4-yl)phenyl]-5-chloro-2-thiophenecarboxamide

N-[4-(3-morpholinon-4-yl)phenyl]-5-chloro-2-thiophenecarboxamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 5h;97.5%
oenanthic acid
111-14-8

oenanthic acid

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C17H24N2O3

C17H24N2O3

Conditions
ConditionsYield
With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h; Inert atmosphere;97%
Octanoic acid
124-07-2

Octanoic acid

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C18H26N2O3

C18H26N2O3

Conditions
ConditionsYield
With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h; Inert atmosphere;97%
C10H11Cl2NO4S

C10H11Cl2NO4S

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

Rivaroxaban
366789-02-8

Rivaroxaban

Conditions
ConditionsYield
In ethanol at 36℃; for 7h; Solvent;96.4%
Allyl chloroformate
2937-50-0

Allyl chloroformate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C14H16N2O4

C14H16N2O4

Conditions
ConditionsYield
With sodium hydrogencarbonate In water at 0 - 10℃;96.1%
(S)-N-glycidylphthalimide
161596-47-0

(S)-N-glycidylphthalimide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

2-((2R)-2-hydroxy-3-{[4-(3-oxo-4-morpholinyl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione
446292-07-5

2-((2R)-2-hydroxy-3-{[4-(3-oxo-4-morpholinyl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
In ethanol; water at 20℃; for 15h; Solvent; Temperature;95%
In ethanol; water for 27h; Heating;92%
In methanol; water at 65 - 70℃; for 32h;92%
(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)amino)phenyl]morpholin-3-one
1252018-10-2

4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)amino)phenyl]morpholin-3-one

Conditions
ConditionsYield
In ethanol for 12h; Reflux;95%
In water; isopropyl alcohol at 25 - 35℃; for 17h; Solvent; Time;90%
In isopropyl alcohol for 12h; Reflux;90%
methyl chloroformate
79-22-1

methyl chloroformate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

methyl N-[4-(3-oxo-4-morpholinyl)phenyl]carbamate
1252018-07-7

methyl N-[4-(3-oxo-4-morpholinyl)phenyl]carbamate

Conditions
ConditionsYield
Stage #1: methyl chloroformate; 4-(4-aminophenyl)morpholin-3-one With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.3h;
Stage #2: methyl chloroformate In dichloromethane for 1.16667h;
95%
hexanoic acid
142-62-1

hexanoic acid

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C16H22N2O3

C16H22N2O3

Conditions
ConditionsYield
With pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h; Inert atmosphere;95%
4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C10H10(2)H2N2O2

C10H10(2)H2N2O2

Conditions
ConditionsYield
With C40H51ClIrN3; potassium carbonate; deuterium In dichloromethane at 50℃; under 760.051 Torr; for 12h; Sealed tube; Inert atmosphere; regioselective reaction;95%
3-methylbut-2-enyl chloroformate
103723-94-0

3-methylbut-2-enyl chloroformate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C16H20N2O4

C16H20N2O4

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 10℃;94.8%
(S)-N-glycidylphthalimide
161596-47-0

(S)-N-glycidylphthalimide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

2-((2R)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

2-((2R)-2-hydroxy-3-{[4-(3-oxomorpholin-4-yl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

Conditions
ConditionsYield
In water; toluene at 30 - 85℃; Solvent; Temperature;94.6%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

N-(tert-butoxycarbonyl)-4-(3-oxo-morpholinyl)aniline

N-(tert-butoxycarbonyl)-4-(3-oxo-morpholinyl)aniline

Conditions
ConditionsYield
Stage #1: 4-(4-aminophenyl)morpholin-3-one With triethylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20℃; for 3h;
94.2%
n-dodecyl chloroformate
24460-74-0

n-dodecyl chloroformate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

dodecyl (4-(3-oxomorpholin)phenyl)carbamate
1414932-71-0

dodecyl (4-(3-oxomorpholin)phenyl)carbamate

Conditions
ConditionsYield
Stage #1: 4-(4-aminophenyl)morpholin-3-one With sodium carbonate In water; acetone at 0℃; for 0.166667h;
Stage #2: n-dodecyl chloroformate at 20℃; for 4h;
94%
Stage #1: 4-(4-aminophenyl)morpholin-3-one With sodium carbonate In water; acetone at 0℃; for 0.166667h;
Stage #2: n-dodecyl chloroformate In water; acetone at 20℃; for 4h;
94%
5-chloro-2-nitrobenzoyl chloride
41994-44-9

5-chloro-2-nitrobenzoyl chloride

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

5-chloro-2-nitro-N-(4-(3-oxomorpholino)phenyl)benzamide

5-chloro-2-nitro-N-(4-(3-oxomorpholino)phenyl)benzamide

Conditions
ConditionsYield
With dmap; potassium carbonate In tetrahydrofuran for 2h; Reflux;94%
dimethoxyacetaldehyde
51673-84-8

dimethoxyacetaldehyde

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

N-4-[(2,2-dimethoxyethylamino)phenyl]morpholine-3-one

N-4-[(2,2-dimethoxyethylamino)phenyl]morpholine-3-one

Conditions
ConditionsYield
Stage #1: dimethoxyacetaldehyde; 4-(4-aminophenyl)morpholin-3-one In dichloromethane; water at 20℃; for 2h; Molecular sieve;
Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane; water at 20℃; for 1h;
94%
bis(2-methylallyl) carbonate
64057-79-0

bis(2-methylallyl) carbonate

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

C15H18N2O4

C15H18N2O4

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane Reflux;93.7%
(4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline
135042-12-5

(4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

(2R,4R)-4-hydroxy-2-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester
773889-47-7

(2R,4R)-4-hydroxy-2-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline In toluene at 20℃; for 18h;93.2%
2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

2-nitro-N-(4-(3-oxomorpholino)phenyl)benzamide

2-nitro-N-(4-(3-oxomorpholino)phenyl)benzamide

Conditions
ConditionsYield
With dmap; potassium carbonate In tetrahydrofuran for 2h; Reflux;93%
formaldehyd
50-00-0

formaldehyd

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

4-[4-(methylideneamino)phenyl]morpholin-3-one

4-[4-(methylideneamino)phenyl]morpholin-3-one

Conditions
ConditionsYield
In dichloromethane at 20 - 30℃; for 2h; Time;92.1%
In dichloromethane at 20 - 30℃; for 2h; Time;92.1%
In dichloromethane at 20 - 30℃; for 5h; Concentration;92.1%
In dichloromethane at 20 - 30℃; for 5h; Solvent;185.4 g
In dichloromethane at 20 - 30℃; for 2h; Time;188.1 g
5-chloro-N-(oxiran-2-ylmethyl)thiophene-2-carboxamide
348626-26-6

5-chloro-N-(oxiran-2-ylmethyl)thiophene-2-carboxamide

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

5-chloro-N-{(R)‐2‐hydroxy‐3‐[4‐(3-oxo-4-morpholinyl)phenylamino]-propyl}thiophene-2-carboxamide
721401-53-2

5-chloro-N-{(R)‐2‐hydroxy‐3‐[4‐(3-oxo-4-morpholinyl)phenylamino]-propyl}thiophene-2-carboxamide

Conditions
ConditionsYield
ytterbium(III) triflate In tetrahydrofuran at 20 - 60℃;92%
With magnesium(II) perchlorate In acetone at 50℃; for 18h; Inert atmosphere;76%
2-[(2-oxo-2H-chromen-4-yl)oxy]propanoic acid
1412905-05-5

2-[(2-oxo-2H-chromen-4-yl)oxy]propanoic acid

4-(4-aminophenyl)morpholin-3-one
438056-69-0

4-(4-aminophenyl)morpholin-3-one

2-(2-oxo-2H-chromen-4-yloxy)-N-(4-(3-oxomorpholino)phenyl)propanamide
1412905-15-7

2-(2-oxo-2H-chromen-4-yloxy)-N-(4-(3-oxomorpholino)phenyl)propanamide

Conditions
ConditionsYield
With HATU In N,N-dimethyl-formamide at 20℃; Inert atmosphere;92%

438056-69-0Relevant articles and documents

Microwave assisted synthesis of novel six-membered 4-C, 4-O and 4-S lactams derivatives: Characterization and in vitro biological evaluation of cytotoxicity and anticoagulant activity

Nú?ez-Navarro, Nicolás E.,Segovia, Gerardine F.,Burgos, Renato A.,Lagos, Carlos F.,Fuentes-Ibacache, Nataly,Faúndez, Mario A.,Zacconi, Flavia C.

, p. 203 - 207 (2017)

A series of six-membered lactam derivatives containing C, O and S atoms in position 4 were synthesized using microwave methodology through coupling reactions. The novel compounds were synthesized following two step reaction to yield fifteen derivatives. The final derivative N-(4-(3-oxotiomorpholin)phenyl) hexanamide was selectively toxic to the HCT-116 cell line over the HeLa cancerous and HEK-293 human non-malignant control cells with low inhibition Factor Xa (FXa) activity. The new products were characterized by spectral data including 1H and 13C nuclear magnetic resonance (NMR), infrared (IR) and high-resolution mass spectrometry (HRMS). Cytotoxicity of products on HCT-116, HeLa, HEK-293 cell lines and FXa activity assays are also reported.

Catalytic production of anilines by nitro-compounds hydrogenation over highly recyclable platinum nanoparticles supported on halloysite nanotubes

Aepuru, Radhamanohar,Bustamante, Tatiana M.,Campos, Cristian H.,Leal-Villarroel, Edgardo,Mangalaraja, Ramalinga Viswanathan,Shanmugaraj, Krishnamoorthy,Torres, Cecilia C.,Vinoth, Victor

, (2021/07/28)

Pt-nanoparticles supported on halloysite-nanotubes (HNTs) were selectively deposited onto the inner (Pt(IN)/HNT) or outer (Pt(OUT)/HNT) surface of the support to evaluate their operational stability on the cleaner and efficient hydrogenation of nitro compounds to produce their corresponding anilines. The formation of Pt0-aggregates on the inner or outer surfaces was observed, with mean particles sizes of 2.4–2.9 nm. The catalysts were evaluated using ethanol as solvent and nitrobenzene as a model substrate at a temperature of 298 K, under 1 bar of H2 pressure. The Pt(IN)/HNT catalyst showed better catalytic performance than Pt(OUT)/HNT, which was mainly attributed to the confinement effect of the Pt-nanoparticles inside the HNTs. However, the operational stability showed that Pt(OUT)/HNT retained its catalytic performance after 15 cycles, while the Pt(IN)/HNT catalyst suffered deactivation after the 5th cycle. The best catalytic system showed a moderate-to-high efficiency in the efficient hydrogenation of 7 nitro compounds used to produce their corresponding anilines, which are important pharmaceutical building blocks.

Gold nanoparticles supported on mesostructured oxides for the enhanced catalytic reduction of 4-nitrophenol in water

Bustamante, Tatiana M.,Campos, Cristian H.,Shanmugaraj, Krishnamoorthy,Torres, Cecilia C.

, (2020/06/21)

In this work, Au nanoparticles supported on aluminum oxide (Au/ANT) and titanate (Au/TNT) nanotubes were synthesized for their use as catalysts in the reduction of 4-nitrophenol to produce 4-aminophenol with NaBH4 as the reducing agent. The catalysts were prepared with a 0.5 % metal loading employing the nanotube supports modified with 3-aminopropyl-trimethoxysilane (APTMS) to provide plentiful anchoring sites to trap the Au nanoparticles and prevent their agglomeration. All materials were characterized using a range of analytical techniques, and it was found that Au zero-valent nanoparticles were homogenously supported on the inner/outer surfaces of the nanotubular-structured carriers. Both catalytic systems were highly active and selective in the reduction of 4-nitrophenol, giving TOF values of 20,561 and 19,560 h?1 for Au/TNT and Au/ANT, respectively. The excellent catalytic activity was attributed to the highly dispersed Au clusters on the support surfaces through enhanced functionalization with APTMS, and the confinement effect of the nanotubular carriers. Furthermore, Au/TNT exhibited a high operational stability for the reduction of 4-nitrophenol reaching 10 catalytic cycles with only a moderate decrease in the conversion level after the seventh cycle, which was attributed to a degree of metal leaching. Finally, the catalytic reduction performance of the Au/TNT catalyst was tested in different nitroarene-substituted pharmaceuticals, and revealed a high activity (>99 % after 60 min of reaction) and selectivity toward production of the desired substituted anilines, thereby highlighting the potential of this catalyst for application in these processes.

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