[ CAS No. 851169-58-9 ] {[proInfo.proName]}

Name: 851169-58-9|2-Fluoro-N-methylbenzene-1-sulfonamide|95%
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SKU: A1046447
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COA NMR CNMR HPLC LC-MS

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Product Details of [ 851169-58-9 ]

CAS No. :	851169-58-9	MDL No. :	MFCD06671629
Formula :	C₇H₈FNO₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	ZDNNTSLQYCAVNJ-UHFFFAOYSA-N
M.W :	189.21	Pubchem ID :	4830484
Synonyms :

Safety of [ 851169-58-9 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P403+P233-P405-P501	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 851169-58-9 ]

* 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 [ 851169-58-9 ]

[ 851169-58-9 ] Synthesis Path-Downstream 1~16

1
[ 2905-21-7 ]
[ 74-89-5 ]
[ 851169-58-9 ]

Yield	Reaction Conditions	Operation in experiment
99%	In ethanol at 0℃; for 0.5h;	92.1 Example 92; N-(6-(2-(2-Fluoro-N-methylphenylsulfonamido)pyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide; Step 1. 2-Fluoro-N-methylbenzenesulfonamide; A RBF was charged with methylamine (0.5 mL, 40%, 14 mmol) in ethanol (2 mL). The mixture was chilled to 0° C in an ice bath while being stirred under an inert atmosphere. 2-Fluorobenzenesulfonyl chloride (0.6 mL, 3 mmol) was added dropwise into the mixture. The resulting mixture was allowed to stir at 0° C for 30 minutes. The mixture was diluted with EtOAc and water. The aqueous layer was extracted with EtOAc three times, and the combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to give 2-fluoro-N-methylbenzenesulfonamide (0.530 g, 99% yield) as a colorless oil. MS (ESI pos. ion) m/z: 190(MH+). Calculated exact mass forC7H8FNO2S: 189.
77%	In tetrahydrofuran at 0℃;
	In tetrahydrofuran; methanol at 20℃; for 0.166667h;

Reference： [1]Current Patent Assignee: AMGEN INC - WO2009/17822, 2009, A2 Location in patent: Page/Page column 66
[2]Location in patent: experimental part Norager, Niels Gron; Juhl, Karsten [Synthesis, 2010, # 24, p. 4273 - 4281]
[3]Chen, Ming; Yang, Chao; Wang, Yanpei; Li, Dazhi; Xia, Wujiong [Organic Letters, 2016, vol. 18, # 9, p. 2280 - 2283]

2
[ 851169-58-9 ]
[ 2216-94-6 ]
[ 1285712-35-7 ]

Yield	Reaction Conditions	Operation in experiment
46%	Stage #1: 2-fluoro-N-methylbenzenesulfonamide With sodium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere; Stage #2: phenylpropynoic acid ethyl ester In tetrahydrofuran; N,N-dimethyl-formamide at 200℃; for 4h; Microwave irradiation; Inert atmosphere;

Reference： [1]Location in patent: experimental part Norager, Niels Gron; Juhl, Karsten [Synthesis, 2010, # 24, p. 4273 - 4281]

3
[ 851169-58-9 ]
[ 1112980-26-3 ]
[ 1112980-13-8 ]

Yield	Reaction Conditions	Operation in experiment
16%	Stage #1: 2-fluoro-N-methylbenzenesulfonamide With sodium hydride In N,N-dimethyl-formamide for 0.5h; Inert atmosphere; Stage #2: N-(6-(2-chloropyrimidin-4-yl)benzo[d]thiazol-2-yl)acetamide With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 0.166667h; Microwave irradiation; Inert atmosphere;

Reference： [1]D'Angelo, Noel D.; Kim, Tae-Seong; Andrews, Kristin; Booker, Shon K.; Caenepeel, Sean; Chen, Kui; D'Amico, Derin; Freeman, Dan; Jiang, Jian; Liu, Longbin; McCarter, John D.; San Miguel, Tisha; Mullady, Erin L.; Schrag, Michael; Subramanian, Raju; Tang, Jin; Wahl, Robert C.; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Xi, Ning; Xu, Yang; Yakowec, Peter; Yang, Kevin; Zalameda, Leeanne P.; Zhang, Nancy; Hughes, Paul; Norman, Mark H. [Journal of Medicinal Chemistry, 2011, vol. 54, # 6, p. 1789 - 1811]

4
[ 847727-21-3 ]
[ 851169-58-9 ]
[ 1608477-77-5 ]

Reference： [1]Journal of Medicinal Chemistry,2014,vol. 57,p. 3884 - 3890

5
[ 851169-58-9 ]
2-methylphenanthro[9,10-d]isothiazol-3(2H)-one 1,1-dioxide [ No CAS ]
4-fluoro-2-methylphenanthro[9,10-d]isothiazol-3(2H)-one 1,1-dioxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: dicyclohexyl-carbodiimide; dmap / dichloromethane / 0 - 20 °C 2: air / acetonitrile / 1.5 h / UV-irradiation

Reference： [1]Chen, Ming; Yang, Chao; Wang, Yanpei; Li, Dazhi; Xia, Wujiong [Organic Letters, 2016, vol. 18, # 9, p. 2280 - 2283]

6
[ 851169-58-9 ]
[ 637-44-5 ]
N-((2-fluorophenyl)sulfonyl)-N-methyl-3-phenylpropiolamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃;

Reference： [1]Chen, Ming; Yang, Chao; Wang, Yanpei; Li, Dazhi; Xia, Wujiong [Organic Letters, 2016, vol. 18, # 9, p. 2280 - 2283]

7
[ 67-56-1 ]
[ 30058-40-3 ]
[ 851169-58-9 ]

Yield	Reaction Conditions	Operation in experiment
90%	With [(Cp*IrCl)2(4,4?,6,6?-tetrahydroxy-2,2?-bipyrimidine)][Cl]2; potassium hydroxide; In water; at 130℃; for 12h;	The <strong>[30058-40-3]o-fluorobenzenesulfonamide</strong> (87.6mg, 0.5mmol), iridium catalyst (5.1mg, 0.005mmol, 1mol%),Potassium hydroxide (28 mg, 0.5 mmol, 1 equiv), methanol (0.3 mL), and water (0.9 mL) were sequentially added to the reaction vessel. After the reaction mixture was reacted at 130 C for 12 hours in a reaction vessel, it was cooled to room temperature. The solvent was removed by rotary evaporation, and then the purified target compound was obtained by column chromatography (developing solvent: petroleum ether / ethyl acetate), yield: 90%.

Reference： [1]Patent: CN110857278,2020,A .Location in patent: Paragraph 0065-0069
[2]Journal of Organic Chemistry,2020,vol. 85,p. 5815 - 5824

8
[ 851169-58-9 ]
C₂₄H₂₄O₅S [ No CAS ]
C₂₄H₂₄FNO₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 8h; Inert atmosphere;