[ CAS No. 50528-73-9 ] {[proInfo.proName]}

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Quality Control of [ 50528-73-9 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 50528-73-9 ]

Product Details of [ 50528-73-9 ]

CAS No. :	50528-73-9	MDL No. :	MFCD00673046
Formula :	C₁₄H₁₁NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	225.24	Pubchem ID :	-
Synonyms :

Safety of [ 50528-73-9 ]

Signal Word:	Danger	Class:	6.1
Precautionary Statements:	P501-P261-P272-P270-P271-P264-P280-P284-P302+P352-P342+P311-P362+P364-P333+P313-P301+P310+P330-P304+P340+P311-P305+P351+P338+P310-P403+P233-P405	UN#:	2206
Hazard Statements:	H301+H331-H315-H318-H317-H334-H335	Packing Group:	Ⅲ
GHS Pictogram:

Application In Synthesis of [ 50528-73-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 50528-73-9 ]

[ 50528-73-9 ] Synthesis Path-Downstream 1~10

1
[ 32315-10-9 ]
[ 6373-46-2 ]
[ 50528-73-9 ]

Yield	Reaction Conditions	Operation in experiment
92%	In tetrahydrofuran Reflux;	3 Third Step In three 500mL flask was added the compound (S-3) (19.90g, 0.10mol), triphosgene (35.65g, 0.12mol) and tetrahydrofuran 300mL, stirred was heated at reflux overnight. Tetrahydrofuran was then distilled off under reduced pressure. To give 20.70g (S-4), a colorless, slightly brown crystals in a yield of 92%.
39%	With triethylamine In benzene Heating;
	In dichloromethane at 0℃; Inert atmosphere;

Reference： [1]Current Patent Assignee: LANGFANG HUATONG PHARMACEUTICAL TECH - CN105646340, 2016, A Location in patent: Paragraph 0015; 0016
[2]Hasan, Riaz; Nishimura, Keiichiro; Ueno, Tamio [Pesticide Science, 1994, vol. 42, # 4, p. 291 - 298]
[3]Rose, Tristan E.; Morisseau, Christophe; Liu, Jun-Yan; Inceoglu, Bora; Jones, Paul D.; Sanborn, James R.; Hammock, Bruce D. [Journal of Medicinal Chemistry, 2010, vol. 53, # 19, p. 7067 - 7075]

2
[ 57260-73-8 ]
[ 50528-73-9 ]
tert-butyl 2-(3-(4-(benzyloxy)phenyl)ureido)ethylcarbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	In dichloromethane at 0 - 20℃;	5.e tert-butyl 2-(3-(4-(benzyloxy)phenyl)ureido)ethylcarbamate 4-benzyloxyphenylisocyanate 57a (commercially available, 25.5 g, 0.1 13 mol) was dissolved in DCM (700 mL), cooled to 0 °C, and fe/ -butyl-2-aminoethylcarbamate 56 (commercially available, 19.045 g, 0.1 19 mol) was added dropwise over 30 minutes. The syrupy suspension was then stirred overnight at room temperature, resulting in the formation of a white precipitate, which is filtered, rinsed once with DCM and dried to afford 38.8 g of 58a as white solid (89% yield).
89%	In dichloromethane at 0 - 20℃;	5.e Synthesis of 2,3-dihydrobenzofuran-2-yl and benzofuran-2-yl Analogues of aryloxypropanolamines (Scheme 5) e) tert-butyl 2-(3-(4-(benzyloxy)phenyl)ureido)ethylcarbamate 58a: 4-benzyloxyphenylisocyanate 57a (commercially available, 25.5 g, 0.113 mol) was dissolved in DCM (700 mL), cooled to 0° C., and tert-butyl-2-aminoethylcarbamate 56 (commercially available, 19.045 g, 0.119 mol) was added dropwise over 30 minutes. The syrupy suspension was then stirred overnight at room temperature, resulting in the formation of a white precipitate, which is filtered, rinsed once with DCM and dried to afford 38.8 g of 58a as white solid (89% yield).
	at 0℃; for 0.5h;

	In tetrahydrofuran at 0 - 20℃;
	In dichloromethane at 0 - 20℃;	4-Benzyloxyphenyl isocyanate (14.95 g, 66 mmol) was dissolved in DCM and the solution was cooled to 0 °C (ice bath). 14 (1 .1 eq, 73 mmol, 1 1 .7 g) was added drop-wise to the solution. At the end of the addition the ice bath was removed and the solution was allowed to stir at rt overnight. A large excess of PE was added to precipitate the product urea, which was then filtered off and further purified by column chromatography, eluent 50/50 PE/EtOAc.

Reference： [1]Current Patent Assignee: UNIVERSITY OF NOTTINGHAM - WO2013/121209, 2013, A1 Location in patent: Page/Page column 21; 22
[2]Current Patent Assignee: UNIVERSITY OF NOTTINGHAM - US2015/51270, 2015, A1 Location in patent: Paragraph 0174; 0183; 0184
[3]Kopka, Klaus; Wagner, Stefan; Riemann, Burkhard; Law, Marilyn P; Puke, Carsten; Luthra, Sajinder K; Pike, Victor W; Wichter, Thomas; Schmitz, Wilhelm; Schober, Otmar; Schaefers, Michael [Bioorganic and medicinal chemistry, 2003, vol. 11, # 16, p. 3513 - 3527]
[4]Radeke, Heike S.; Purohit, Ajay; Harris, Thomas D.; Hanson, Kelley; Jones, Reinaldo; Hu, Carol; Yalamanchili, Padmaja; Hayes, Megan; Yu, Ming; Guaraldi, Mary; Kagan, Mikhail; Azure, Michael; Cdebaca, Michael; Robinson, Simon; Casebier, David [ACS Medicinal Chemistry Letters, 2011, vol. 2, # 9, p. 650 - 655]
[5]Current Patent Assignee: UNIVERSITY OF NOTTINGHAM - WO2012/4549, 2012, A1 Location in patent: Page/Page column 35

3
[ 927996-80-3 ]
[ 50528-73-9 ]
1-[4-(benzyloxy)phenyl]-3-(1-nicotinoylindolin-5-yl)urea [ No CAS ]

Reference： [1]ChemMedChem,2011,vol. 6,p. 1680 - 1692

4
[ 52481-41-1 ]
[ 50528-73-9 ]
C₂₆H₂₉N₃O₄ [ No CAS ]

Reference： [1]ChemMedChem,2011,vol. 6,p. 1680 - 1692

5
[ 782-45-6 ]
[ 50528-73-9 ]
4-[3-[4-(benzyloxy)phenyl]ureido]-N-phenylbenzamide [ No CAS ]

Reference： [1]ChemMedChem,2011,vol. 6,p. 1680 - 1692

6
[ 50528-73-9 ]
[ 19060-64-1 ]
N-[4-[3-[4-(benzyloxy)phenyl]ureido]phenyl]nicotinamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	In tetrahydrofuran at 20℃; for 18h; Inert atmosphere;

Reference： [1]Location in patent: experimental part Boijeaf Gennaes, Gustav; Mologni, Luca; Ahmed, Shaheen; Rajaratnam, Mohanathas; Marin, Oriano; Lindholm, Niko; Viltadi, Michela; Gambacorti-Passerini, Carlo; Scapozza, Leonardo; Yli-Kauhaluoma, Jari [ChemMedChem, 2011, vol. 6, # 9, p. 1680 - 1692]

7
[ 50528-73-9 ]
[ 126417-86-5 ]
C₂₅H₂₄N₄O₂ [ No CAS ]

Reference： [1]ChemMedChem,2011,vol. 6,p. 1680 - 1692

8
[ 50528-73-9 ]
[ 92469-35-7 ]
C₂₅H₂₄N₄O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In tetrahydrofuran at 20℃; Inert atmosphere; Microwave irradiation;

9
[ 50528-73-9 ]
[ 284461-73-0 ]

Reference： [1]Patent: CN105646340,2016,A

10
[ 50528-73-9 ]
[ 126208-61-5 ]
N-(4-benzyloxyphenyl)-N'-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)urea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	In dichloromethane at 20℃; for 0.333333h;	General procedure D for synthesis of N-pyrazolyl ureas. General procedure: According to a modified procedure [31], the isocyanate (1-1.7 eq) was added to a stirred solution of the 5-aminopyrazole (1 eq) in CH2Cl2(1-3 mL). The mixture was stirred at rt for the given time and then solvent was evaporated in vacuo to give the crude product.

Reference： [1]Röhm, Sandra; Schröder, Martin; Dwyer, Jessica E.; Widdowson, Caroline S.; Chaikuad, Apirat; Berger, Benedict-Tilman; Joerger, Andreas C.; Krämer, Andreas; Harbig, Jule; Dauch, Daniel; Kudolo, Mark; Laufer, Stefan; Bagley, Mark C.; Knapp, Stefan [European Journal of Medicinal Chemistry, 2020, vol. 208]

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Code	Phrase
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P321
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P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
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P378
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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
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P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
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[ CAS No. 50528-73-9 ] {[proInfo.proName]}

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[ 50528-73-9 ] Synthesis Path-Downstream 1~10

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