ChemicalBook > CAS DataBase List > 4-Morpholinoaniline

4-Morpholinoaniline

Product Name
4-Morpholinoaniline
CAS No.
2524-67-6
Chemical Name
4-Morpholinoaniline
Synonyms
N-(4-AMINOPHENYL)MORPHOLINE;AKOS B025582;AKOS BB-8569;ASISCHEM Z37706;AKOS BBS-00006991;4-MORPHOLINOANILINE;ART-CHEM-BB B025582;P-MORPHOLINOANILINE;4-MORPHOLIONOANILINE;4-Morpholine Aniline
CBNumber
CB1102565
Molecular Formula
C10H14N2O
Formula Weight
178.23
MOL File
2524-67-6.mol
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4-Morpholinoaniline Property

Melting point:
132-135 °C(lit.)
Boiling point:
310.47°C (rough estimate)
Density 
1.0777 (rough estimate)
refractive index 
1.5250 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Soluble in chloroform, ethyl acetate.
pka
6.72±0.40(Predicted)
form 
Crystalline Powder
color 
Purple to brown
BRN 
150957
InChI
InChI=1S/C10H14N2O/c11-9-1-3-10(4-2-9)12-5-7-13-8-6-12/h1-4H,5-8,11H2
InChIKey
PHNDZBFLOPIMSM-UHFFFAOYSA-N
SMILES
C1(N)=CC=C(N2CCOCC2)C=C1
CAS DataBase Reference
2524-67-6(CAS DataBase Reference)
EPA Substance Registry System
4-(4-Morpholino)aniline (2524-67-6)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-37/39-36/37/39-22
RIDADR 
UN2811
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
6.1
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
197157
Product name
4-Morpholinoaniline
Purity
≥98%
Packaging
5g
Price
$57
Updated
2023/01/07
TCI Chemical
Product number
M1466
Product name
4-Morpholinoaniline
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$23
Updated
2025/07/31
TCI Chemical
Product number
M1466
Product name
4-Morpholinoaniline
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$59
Updated
2025/07/31
TRC
Product number
M723745
Product name
4-Morpholinoaniline
Packaging
100g
Price
$595
Updated
2021/12/16
Apolloscientific
Product number
OR4896
Product name
N-(4-Aminophenyl)morpholine
Purity
98%
Packaging
5g
Price
$18
Updated
2021/12/16
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4-Morpholinoaniline Chemical Properties,Usage,Production

Chemical Properties

PURPLE TO BROWN CRYSTALLINE POWDER

Uses

4-(4-Morpholinyl)aniline is used in the preparation of central nervous system (CNS) active agents, also used in the color developing process in photographs.

Uses

4-Morpholinoaniline is a morpholine derivative used in the preparation of central nervous system (CNS) active agents. 4-Morpholinoaniline is also one of the primary aromatic amines used in the colour developing process in photographs.

Synthesis

10389-51-2

2524-67-6

The general procedure for the synthesis of 4-(4-morpholinyl)aniline from 4-(4-nitrophenyl)morpholine was as follows: referring to the method of Example 20, 4-(4-nitrophenyl)morpholine (10.3 g, 49.5 mmol; purchased from Lancaster Synthesis) was suspended in methanol (130 mL) and a methanolic solution of 2 M ammonia (70 mL). 1 mL of water and 5% palladium carbon catalyst (100 mg) were added. The mixture was placed in a Paar hydrogenation unit and hydrogenated at 50 psi hydrogen pressure for 1 hour. Upon completion of the reaction, the reaction mixture was allowed to cool to room temperature, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting crude product was purified by solvent recrystallization from a mixture of ethyl acetate/hexane to give 4-(4-morpholinyl)aniline as a light purple solid (6.2 g, 70% yield, melting point 132-133 °C). The product was analyzed by GC/MS (EI, M+) and showed a molecular ion peak m/z=178.

References

[1] Applied Organometallic Chemistry, 2018, vol. 32, # 1,
[2] Chemistry - An Asian Journal, 2017, vol. 12, # 7, p. 785 - 791
[3] Patent: EP2949647, 2015, A1. Location in patent: Paragraph 0120
[4] European Journal of Medicinal Chemistry, 2016, vol. 124, p. 896 - 905
[5] Patent: US2013/45977, 2013, A1. Location in patent: Paragraph 0215; 0216; 0217; 0218

4-Morpholinoaniline Preparation Products And Raw materials

Raw materials

Sodium dithionite 4-Fluoronitrobenzene Ethanol N,N-Dimethylformamide Potassium carbonate Palladium Ethyl acetate Methanol Dimethyl sulfoxide Morpholine

Preparation Products

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View Lastest Price from 4-Morpholinoaniline manufacturers

Jinan Ruitong Biotech Co., Ltd.
Product
4-Morpholinoaniline 2524-67-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1
Release date
2025-08-28
Zhuozhou Wenxi import and Export Co., Ltd
Product
4-Morpholinoaniline 2524-67-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
4-Morpholinoaniline 2524-67-6
Price
US $1.00/KG
Min. Order
1KG
Purity
95%-99.99%
Supply Ability
1kg-10MT
Release date
2019-05-24

2524-67-6, 4-MorpholinoanilineRelated Search:

Moroxydine hydrochloride N-Formylmorpholine N-Methylaniline Moroxydine Dimethomorph 3-CHLORO-4-MORPHOLINOANILINE,3-CHLORO-4-N-MORPHOLINOANILINE 2-Methoxy-4-morpholinobenzenediazonium chloride zinc chloride double salt 3-FLUORO-4-MORPHOLINOANILINE 2-MORPHOLINOANILINE 2,5-DIETHOXY-4-MORPHOLINOANILINE 3-(4-Morpholinyl)aniline 3-Methoxy-4-morpholinoaniline Dihydrochloride 3-CHLORO-N-(4-MORPHOLINOPHENYL)PROPANAMIDE 2,5-DIBUTOXY-4-MORPHOLINOBENZENEDIAZONIUM CHLORIDE ZINC CHLORIDE 4-(2-CHLORO-4-NITRO-PHENYL)-MORPHOLINE 2-CHLORO-N-(4-MORPHOLIN-4-YL-PHENYL)-ACETAMIDE 2,5-DIETHOXY-4-MORPHOLINOANILINE DIHYDROCHLORIDE 2,2,2-TRICHLORO-N-(4-MORPHOLINOPHENYL)ACETAMIDE

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