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Chemistry
Heterocyclic Building Blocks
Pyridines
methylpyridine
6-Chloro-2-methylpyridine-3-sulfonyl chloride
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyridines
Chlorides
methylpyridine
pyridine-3-sulfonyl chloride 2-chloro-6-methylpyridine

[ CAS No. 889944-74-5 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
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3d Animation Molecule Structure of 889944-74-5
Chemical Structure| 889944-74-5
Chemical Structure| 889944-74-5
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Quality Control of [ 889944-74-5 ]

COA NMR CNMR HPLC LC-MS

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Product Citations

Product Details of [ 889944-74-5 ]

CAS No. :889944-74-5 MDL No. :MFCD08436477
Formula : C6H5Cl2NO2S Boiling Point : -
Linear Structure Formula :- InChI Key :IMKNTDZQBJFGQR-UHFFFAOYSA-N
M.W : 226.08 Pubchem ID :55207073
Synonyms :

Safety of [ 889944-74-5 ]

Signal Word:Danger Class:8
Precautionary Statements:P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501 UN#:3261
Hazard Statements:H302-H314 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 889944-74-5 ]

* 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 [ 889944-74-5 ]

[ 889944-74-5 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 99368-68-0 ]
  • [ 889944-74-5 ]
YieldReaction ConditionsOperation in experiment
67% Reference Example 121 6-chloro-2-methylpyridine-3-sulfonyl chloride; Under ice-cooling, thionyl chloride (4 mL) was added dropwise to water (24 mL) over 20 min. The mixture was stirred at room temperature for 12 hr to give a sulfur dioxide-containing solution. Separately, to the concentrated hydrochloric acid (6 mL) was added 5-amino-2-chloro-6-methylpyridine (1.0 g) with stirring under ice-cooling, and a solution of sodium nitrite (0.5 g) in water (2 mL) was added dropwise over 10 min. The reaction mixture was gradually added at 5 C. to the above-mentioned sulfur dioxide-containing solution added with cuprous chloride (10 mg). Under ice-cooling, the mixture was further stirred for 30 min, and the precipitate was collected by filtration, and washed with water to give the title compound as a pale-yellow solid (yield 1.1 g, 67%). 1H-NMR (CDCl3) delta: 2.99 (3H, s), 7.41 (1H, dd, J=8.7, 0.9 Hz), 8.26 (1H, d, J=8.4 Hz).
Reference： [1]Patent: US2007/60623,2007,A1 .Location in patent: Page/Page column 39
  • 2
  • [ 164666-68-6 ]
  • [ 889944-74-5 ]
YieldReaction ConditionsOperation in experiment
51% With hydrogenchloride; thionyl chloride; copper(l) chloride; sodium nitrite; In water; at -5 - 0℃; for 1.41667h; Thionyl chloride (4 mL, 29.6 mmol) was added over 1 h to water (24 mL), while the temperature was maintained 0-7 C., then the solution was stirred at 15 C. overnight. CuCl (0.010 g, 0.07 mmol) was added and cooled to -3 C. In another flask, a solution of 3-amino-6-chloro-2-methyl pyridine (1.00 g, 7.01 mmol) in con HCl (6.0 mL) at -5 C. was added dropwise to a solution of sodium nitrite (0.50 g, 7.5 mmol) in water (2 mL) while maintaining temperature -5 to 0 C. When the addition was complete, this solution was then added to the precooled thionyl chloride solution and stirred at -2 C. for 10 min, then at 0 C. for 75 min. The solid was filtered, washed with water and dried to give 6-chloro-2-methylpyridine-3-sulfonyl chloride (0.80 g, 51%); 1H NMR: (400 MHz, DMSO-d6) delta: 2.67 (s, 3H), 7.28-7.30 (dd, J=0.4, 8.0 Hz, 1H), 8.00-8.02 (d J=8.0, 1H).
Reference： [1]Patent: US2016/96835,2016,A1 .Location in patent: Paragraph 0120; 0121
  • 3
  • [ 889944-74-5 ]
  • 3-(benzylamino)-N,N-diethyl-5-methyl-[1,2,4]triazolo[4,3-a]pyridine-6-sulfonamide [ No CAS ]
Reference： [1]Patent: US2016/96835,2016,A1
  • 4
  • [ 889944-74-5 ]
  • N,N-diethyl-6-hydrazinyl-2-methylpyridine-3-sulfonamide [ No CAS ]
Reference： [1]Patent: US2016/96835,2016,A1
  • 5
  • [ 889944-74-5 ]
  • N,N-diethyl-5-methyl-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyridine-6-sulfonamide [ No CAS ]
Reference： [1]Patent: US2016/96835,2016,A1
  • 6
  • [ 889944-74-5 ]
  • 3-chloro-N,N-diethyl-5-methyl-[1,2,4]triazolo[4,3-a]pyridine-6-sulfonamide [ No CAS ]
Reference： [1]Patent: US2016/96835,2016,A1
  • 7
  • [ 889944-74-5 ]
  • [ 109-89-7 ]
  • 6-chloro-N,N-diethyl-2-methylpyridine-3-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
98% With triethylamine; at 20℃; Diethyl amine (0.31 g, 4.24 mmol) and TEA (1.47 mL, 10.6 mmol) in DMC (10 mL) were cooled to 0 C. and treated <strong>[889944-74-5]6-chloro-2-methylpyridine-3-sulfonyl chloride</strong> (0.80 g, 3.53 mmol) portionwise and stirred at rt overnight. The reaction was diluted with water (50 mL) and extracted with DMC (2*25 mL). The combined organic layers were washed with brine (50 mL), dried with Na2SO4, and concentrated to yield 6-chloro-N,N-diethyl-2-methylpyridine-3-sulfonamide (0.90 g, 98%); ESI+ve, 263.31[M+H].
Reference： [1]Patent: US2016/96835,2016,A1 .Location in patent: Paragraph 0122; 0123
  • 8
  • [ 889944-74-5 ]
  • 2-(bromomethyl)-N-(tert-butyl)-6-chloropyridine-3-sulfonamide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 9
  • [ 889944-74-5 ]
  • 2-(tert-butyl)-5-chloro-2,3-dihydroisothiazolo[4,5-b]pyridine 1,1-dioxide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 10
  • [ 889944-74-5 ]
  • 2-(tert-butyl)-5-(4-hydroxypiperidin-1-yl)-2,3-dihydroisothiazolo[4,5-b]pyridine 1,1-dioxide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 11
  • [ 889944-74-5 ]
  • 6-bromo-2-(tert-butyl)-5-(4-hydroxypiperidin-1-yl)-2,3-dihydroisothiazolo[4,5-b]pyridine 1,1-dioxide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 12
  • [ 889944-74-5 ]
  • 6-bromo-2-(tert-butyl)-5-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)-2,3-dihydroisothiazolo[4,5-b]pyridine 1,1-dioxide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 13
  • [ 889944-74-5 ]
  • 2-(tert-butyl)-5-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)-6-methyl-2,3-dihydroisothiazolo[4,5-b]pyridine 1,1-dioxide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 14
  • [ 889944-74-5 ]
  • 5-(4-((6-methoxypyridin-3-yl)oxy)piperidin-1-yl)-6-methyl-2,3-dihydroisothiazolo[4,5-b]pyridine 1,1-dioxide [ No CAS ]
Reference： [1]Patent: WO2018/118736,2018,A1
  • 15
  • [ 889944-74-5 ]
  • [ 75-64-9 ]
  • N-(tert-butyl)-6-chloro-2-methylpyridine-3-sulfonamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In acetonitrile; at 15℃; for 16h; A mixture of 2-methylpropan-2-amine (0.485 g, 6.63 mmol), 6-chloro-2-methylpyridine- 3-sulfonyl chloride (1 g, 4.42 mmol) and TEA (1.23 mL, 8.85 mmol) in MeCN (20 mL) was stirred at 15 C for 16 h. The mixture was poured into EtOAc (30 mL), washed with water (50 mL), dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated to give the title compound.
Reference： [1]Patent: WO2018/118736,2018,A1 .Location in patent: Page/Page column 63

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Pyridines
methylpyridine
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pyridine-3-sulfonyl chloride
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2-chloro-6-methylpyridine
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pyridine-3-sulfonyl chloride

Technical Information

• Acid-Catalyzed α -Halogenation of Ketones • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • An Alkane are Prepared from an Haloalkane • Chichibabin Reaction • Chloroalkane Synthesis with SOCI2 • Convert Haloalkanes into Alcohols by SN2 • Friedel-Crafts Alkylation of Benzene with Haloalkanes • General Reactivity • Grignard Reaction • Halogenation of Alkenes • Hantzsch Pyridine Synthesis • Hiyama Cross-Coupling Reaction • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Methylation of Ammonia • Preparation of Amines • Pyridines React with Grignard or Organolithium Reagents • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling
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