Identification | More | [Name]
4-(Morpholinomethyl)aniline | [CAS]
51013-67-3 | [Synonyms]
4-(4-MORPHOLINYLMETHYL)ANILINE 4-(MORPHOLIN-4-YLMETHYL)ANILINE 4-MORPHOLIN-4-YLMETHYL-PHENYLAMINE 4-(MORPHOLINOMETHYL)ANILINE AKOS BBS-00006785 AKOS MSC-0181 ASISCHEM U94603 BUTTPARK 98\57-95 CHEMBRDG-BB 4011238 TIMTEC-BB SBB010875 4-MORPHOLIN-4-YLMETHYLPHENYLAMINE 95% | [Molecular Formula]
C11H16N2O | [MDL Number]
MFCD03659020 | [Molecular Weight]
192.26 | [MOL File]
51013-67-3.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi,C | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R34:Causes burns. | [Safety Statements ]
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 . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S22:Do not breathe dust . | [HazardClass ]
IRRITANT | [HS Code ]
2934999090 |
Hazard Information | Back Directory | [Uses]
4-(Morpholinomethyl)aniline is an aniline derivative used in the preparation of tyrosine kinase inhibitors.
| [Synthesis]
General procedure for the synthesis of 4-morpholinomethylaniline from 4-(4-nitrobenzyl)morpholine: 4-(4-nitrobenzyl)morpholine (2.22 g, 10 mmol) was dissolved in methanol under nitrogen atmosphere and 200 mg of Pd/C catalyst was added. Hydrogen was then passed through to carry out the hydrogenation reaction, which lasted for 6 hours. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was collected. The filtrate was concentrated to give 1.83 g of 4-morpholinomethylaniline solid in 95% yield. | [References]
[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 12, p. 3507 - 3525 [2] RSC Advances, 2015, vol. 5, # 58, p. 47125 - 47130 [3] Patent: CN106432235, 2017, A. Location in patent: Paragraph 0091; 0092 [4] Organic Process Research and Development, 2006, vol. 10, # 3, p. 493 - 499 [5] Journal of Medicinal Chemistry, 2018, vol. 61, # 4, p. 1499 - 1518 |
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