[ CAS No. 368-91-2 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 368-91-2 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 368-91-2 ]

Product Details of [ 368-91-2 ]

CAS No. :	368-91-2	MDL No. :	MFCD21881374
Formula :	C₇H₇FO₃S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	190.19	Pubchem ID :	-
Synonyms :

Safety of [ 368-91-2 ]

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Application In Synthesis of [ 368-91-2 ]

* 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 [ 368-91-2 ]

[ 368-91-2 ] Synthesis Path-Downstream 1~10

1
[ 98-68-0 ]
[ 368-91-2 ]

Yield	Reaction Conditions	Operation in experiment
98%	With tri-n-propylamine; sulfur(VI) fluoride In propan-2-one at 20℃; for 2h; Inert atmosphere;	3. General Procedure for Aryl Sulfonyl Fluorides Synthesis General procedure: An oven-dried reaction flask (30 mL) equipped with a stirring bar was charged with aryl sulfonyl chloride (1, 2 mmol), n-Pr3N (6.0 mmol, 860 mg, 3.0 equiv.) and THF (10 mL). Then the flask was covered with a plastic stopper before the sulfuryl fluoride gas (SO2F2) was introduced into the mixture by slowly bubbling from a SO2F2 balloon. The air in the flask was excluded by SO2F2 gas for about 10 seconds and the resulting mixture was subsequently allowed to stir at room temperature for 2 h. Once the reaction reached its completion, the mixture was diluted with water and the aqueous phrase was extracted with EtOAc (20 mL 3). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated to dryness under vacuum. The residue was purified through flash silica gel chromatography using a mixture of ethyl acetate and petroleum ether as eluent to afford the desired aryl sulfonyl fluoride 2.
96%	With potassium hydrogen difluoride In water monomer; acetonitrile at 20℃; for 21h;	Sulfonyl Fluorides 1b, 1c, 1g, and 1i; General Procedure General procedure: A round-bottomed flask was charged with KHF2 (15.6 g, 200 mmol)and H2O (40.17 g) and the mixture was stirred at r.t. for 1 h. Then, asolution of the required sulfonyl chloride (100 mmol) in MeCN (45mL) was added, and the mixture was vigorously stirred for 20 h. Then,the mixture was transferred to a separatory funnel, extracted withDCM (2 × 100 mL), and the combined organic phases were dried(MgSO4). The mixture was filtered, evaporated, and dried in vacuo toobtain the desired sulfonyl fluoride. The crude products 1b, 1c, 1g,and 1i were analytically pure.
95%	With potassium fluoride; 2C₁₆H₃₆N⁽¹⁺⁾*C₂H₄O₆S₂^(2-) In water monomer; <i>tert</i>-butyl alcohol at 90℃; for 2h;

62%	With N,N,N-tributylbutan-1-aminium fluoride In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;
54%	With potassium hydrogen difluoride In water monomer; acetonitrile at 20℃;
	With potassium fluoride; 18-crown-6 ether In acetonitrile for 24h;
	With calcium difluoride; potassium fluoride In acetonitrile
	With potassium fluoride In water monomer; propan-2-one at 20℃;
83 %Spectr.	With 6,6'-dimethyl-2,2'-bipyridine; potassium hydrogen difluoride; 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct; copper chloride (II) In acetonitrile at 20℃; for 12h; Sealed tube; Inert atmosphere;
	With potassium hydrogen difluoride In water monomer; acetonitrile at 20℃;
	With potassium hydrogen difluoride In water monomer; acetonitrile at 20℃; for 3h;

Reference： [1]He, Yunlu; Liu, Qiang; Pan, Xi; Peng, Sanwen; Qin, Hua-Li; Song, Xuyan; Tang, Haolin; Wang, Bo; Wei, Min [Tetrahedron, 2022, vol. 108]
[2]Talko, Alicja; Antoniak, Damian; Barbasiewicz, Michał [Synthesis, 2019, vol. 51, # 11, p. 2278 - 2286]
[3]Hammond, Gerald B.; Li, Wangbing; Lu, Zhichao; Xu, Bo [Organic Letters, 2021, vol. 23, # 24, p. 9640 - 9644]
[4]Matesic, Lidia; Wyatt, Naomi A.; Fraser, Benjamin H.; Roberts, Maxine P.; Pham, Tien Q.; Greguric, Ivan [Journal of Organic Chemistry, 2013, vol. 78, # 22, p. 11262 - 11270]
[5]Mukherjee; Debreczeni; Breed; Tentarelli; Aquila; Dowling; Whitty; Grimster [Organic and Biomolecular Chemistry, 2017, vol. 15, # 45, p. 9685 - 9695]
[6]Lee, Ikchoon; Shim, Chang Sub; Chung, Soo Young; Kim, Hyung Yoon; Lee, Hai Whang [Journal of the Chemical Society. Perkin transactions II, 1988, p. 1919 - 1924]
[7]Sandanayaka, Vincent P.; Zask, Arie; Venkatesan, Aranapakam M.; Baker, Jannie [Tetrahedron Letters, 2001, vol. 42, # 28, p. 4605 - 4607]
[8]Clader, John W.; Billard, William; Binch III, Herbert; Chen, Lian-Yong; Crosby Jr., Gordon; Duffy, Ruth A.; Ford, Jennifer; Kozlowski, Joseph A.; Lachowicz, Jean E.; Li, Shengjian; Liu, Charles; McCombie, Stuart W.; Vice, Susan; Zhou, Gowei; Greenlee, William J. [Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 2, p. 319 - 326]
[9]Liu, Yongan; Yu, Donghai; Guo, Yong; Xiao, Ji-Chang; Chen, Qing-Yun; Liu, Chao [Organic Letters, 2020, vol. 22, # 6, p. 2281 - 2286]
[10]Ding, Chengrong; Guan, Chenfei; Miao, Huihui; Zhang, Guofu; Zhao, Yiyong [New Journal of Chemistry, 2022, vol. 46, # 8, p. 3560 - 3564]
[11]Chen, Hua; Fu, Haiyan; Li, Ruixiang; Li, Wenjing; Luo, Lihua; Sun, Rui; Tang, Juan; Yuan, Maoling; Zheng, Xueli [Organic Letters, 2022, vol. 24, # 15, p. 2821 - 2825]

2
[ 368-91-2 ]
[ 498-74-8 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: HNO₃+H₂SO₄ / 6 - 8 °C 2: tin; concentrated hydrochloric acid / 45 - 50 °C

Reference： [1]Steinkopf [Journal fur praktische Chemie (Leipzig 1954), 1927, vol. <2> 117, p. 21]

3
[ 5335-87-5 ]
[ 368-91-2 ]

Yield	Reaction Conditions	Operation in experiment
77%	With water; Selectfluor In acetonitrile for 1h; Reflux;	A representative experimental procedure to prepare sulfonyl fluorides from disulfides General procedure: To a stirred solution of p-tolyl disulfide (246.3 mg, 1.0 mmol) in acetonitrile (10.0 ml) and water (1.0 ml) was added Selectfluor (2306.2 mg, 6.5 mmol) and the resulting mixture was heated under reflux for 1.5 h. The reaction was monitored by thin layer chromatography (TLC). After the disulfide and the corresponding thiosulfonate disappeared from the TLC, water (10 ml) was added and the resulting mixture was extracted with ethyl acetate (20 ml × 3). The extract was washed with brine, dried over anhydrous magnesium sulfate, and evaporated. Chromatography on silica gel gave the sulfonyl fluoride (299.0 mg, 86%) as colorless crystals.
77%	With Selectfluor In water; acetonitrile at 20℃; for 1h; Reflux;	Representative experimental procedure to prepare sulfonylfluorides from disulfides General procedure: To a stirred solution of p-tolyl disulfide ( 1b) (246.3mg, 1.0mmol) in acetonitrile (10.0mL) and water (1.0mL), Selectfluor (2306mg, 6.5mmol) was added at room temperature for over 20min, and the resulting mixture was heated under reflux. The reaction was monitored via TLC. After the disulfide and the corresponding thiosulfonate disappeared from the TLC, water (10mL) was added, and the resulting mixture was extracted withethyl acetate (20mL×3). The extract was washed with brine,dried over anhydrous magnesium sulfate, and evaporated. Chromatography on silica gel using n-hexane/ethyl acetate as the eluent gave the sulfonyl fluoride ( 3b) (299.0mg, 86%) as colorless crystals
	Multi-step reaction with 2 steps 1: Selectfluor™ / acetonitrile; water / 0.02 h / 20 °C 2: Selectfluor™ / acetonitrile; water / 1 h / 20 °C / Reflux

Reference： [1]Location in patent: experimental part Kirihara, Masayuki; Naito, Sayuri; Ishizuka, Yuki; Hanai, Honoka; Noguchi, Takuya [Tetrahedron Letters, 2011, vol. 52, # 24, p. 3086 - 3089]
[2]Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro [Tetrahedron, 2014, vol. 70, # 14, p. 2464 - 2471]
[3]Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro [Tetrahedron, 2014, vol. 70, # 14, p. 2464 - 2471]

4
[ 1950-68-1 ]
[ 368-91-2 ]

Yield	Reaction Conditions	Operation in experiment
91%	With Selectfluor; In water; at 60℃; for 10h;Schlenk technique;	In a clean, dry 10 ml Schlenk reaction tube,Followed by the addition of p-methoxybenzenesulfonyl hydrazide 50.5 mg,1-chloromethyl-4-fluoro-1,4-diazotized bicycles 2.2.2 octane bis (tetrafluoroborate) 123 mg,And using 2 ml of water as the reaction solvent,Stirring at 60 C for 10 hours.After completion of the reaction, the upper organic phase was extracted directly by the addition of ethyl acetateSpin dry with a small amount of petroleum ether and ethyl acetate (volume ratio of 30: 1) dissolved,The column was separated by a short column of silica gel to give 43.2 mg of a white solid in 91% yield.

Reference： [1]Patent: CN105198683,2017,B .Location in patent: Paragraph 0091; 0092; 0093
[2]Green Chemistry,2016,vol. 18,p. 1224 - 1228

5
[ 119752-83-9 ]
ethyl 5-oxo-5-(2-(phenylethynyl)phenyl)penta-2,3-dienoate [ No CAS ]
[ 459-64-3 ]
[ 12769-73-2 ]
[ 368-91-2 ]
(E)-ethyl 4-hydroxy-3-((4-methoxyphenyl)diazenyl)-1-((4-methoxyphenyl)sulfonyl)-1-phenyl-1,2-dihydrocyclobuta[a]naphthalene-2-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
9%	In 1,2-dichloro-ethane at 20℃; for 1h; Inert atmosphere; Schlenk technique;

Reference： [1]Liu, Feng; Wang, Jia-Yin; Zhou, Peng; Li, Guigen; Hao, Wen-Juan; Tu, Shu-Jiang; Jiang, Bo [Angewandte Chemie - International Edition, 2017, vol. 56, # 49, p. 15570 - 15574][Angew. Chem., 2017, vol. 129, p. 15776 - 15780,5]

6
[ 368-91-2 ]
[ 127561-18-6 ]
1-((4-methoxyphenyl)sulfonyl)-4-(6-(trifluoromethyl)pyridin-2-yl)piperazine [ No CAS ]

Reference： [1]Organic Letters,2018,vol. 20,p. 3943 - 3947

7
[ 368-91-2 ]
[ 885275-83-2 ]
C₁₆H₁₇N₃O₃S [ No CAS ]

Reference： [1]Organic Letters,2020

8
[ 82534-54-1 ]
[ 368-91-2 ]
C₁₆H₂₄N₂O₃S [ No CAS ]

Reference： [1]Organic Letters,2020

9
[ 368-91-2 ]
[ 124458-27-1 ]
[ 1225335-24-9 ]

Yield	Reaction Conditions	Operation in experiment
	With 1,4-diaza-bicyclo[2.2.2]octane; calcium(II) bis(trifluoromethanesulfonyl)imide In tetrahydrofuran at 20℃; for 18h; Sealed tube;

Reference： [1]Am Ende, Christopher W.; Ball, Nicholas D.; Bellenger, Justin; Butler, Todd W.; Carneiro, Sabrina N.; Dutra, Jason K.; Gu, Junha; Khasnavis, Samuel R.; Kwan, Sabrina C.; Mahapatra, Subham; Vetelino, Beth C.; Woroch, Cristian P. [Organic Letters, 2020]

10
[ 368-91-2 ]
[ 24067-17-2 ]
[ 2143-90-0 ]

Yield	Reaction Conditions	Operation in experiment
37%	With potassium phosphate; palladium diacetate; ruphos In N,N-dimethyl-formamide at 120℃; for 12h; Schlenk technique; Inert atmosphere;

Reference： [1]Ding, Chengrong; Guan, Chenfei; Miao, Huihui; Zhang, Guofu; Zhao, Yiyong [New Journal of Chemistry, 2022, vol. 46, # 8, p. 3560 - 3564]

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[ CAS No. 368-91-2 ] {[proInfo.proName]}

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[ 368-91-2 ] Synthesis Path-Downstream 1~10

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