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2-Chloropyridine-3-sulfonyl chloride

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2-Chloropyridine-3-sulfonyl chloride Basic information
Synthesis
Product Name:2-Chloropyridine-3-sulfonyl chloride
Synonyms:2-Chloropyridine-3-sulfonyl chloride;2-chloro-3-Pyridinesulfonyl chloride;2-CHLOROPYRIDINE-3-SULFONYL CH (MFCD05664916);2-Chloropyridine-3-s;2-chloropyridine-3-sulphonyl chloride;2-Chloro-3-(chlorosulphonyl)pyridine;3-Pyridinesulfonyl chloride, 2-chloro-;2-Chloro-3-(chlorosul
CAS:6684-06-6
MF:C5H3Cl2NO2S
MW:212.05
EINECS:
Product Categories:Pyridines;Heterocycle-Pyridine series
Mol File:6684-06-6.mol
2-Chloropyridine-3-sulfonyl chloride Structure
2-Chloropyridine-3-sulfonyl chloride Chemical Properties
Melting point 42-43 °C
Boiling point 324.5±27.0 °C(Predicted)
density 1.615±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
pka-3.73±0.10(Predicted)
form Powder
color White to off-white
InChI1S/C5H3Cl2NO2S/c6-5-4(11(7,9)10)2-1-3-8-5/h1-3H
InChIKeyMFJSIQDQIZEVJX-UHFFFAOYSA-N
SMILESClc1ncccc1S(Cl)(=O)=O
Safety Information
RIDADR UN3261
WGK Germany WGK 3
HazardClass IRRITANT
HS Code 2933399990
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Skin Corr. 1B
MSDS Information
2-Chloropyridine-3-sulfonyl chloride Usage And Synthesis
Synthesis

2-Chloropyridine-3-sulfonyl chloride can be prepared by diazotization of 3-amino-2-chloropyridine as a reactant, or by reacting 2-chloro-3-[(2-chloropyridin-3-yl)dithioalkyl]pyridine with hydrochloric acid and chlorine.

Synthesis of 6684-06-6
Under ice cooling, thionyl chloride (24 mL) was added dropwise to water (140 mL) over 1 hour, and the mixture was stirred at room temperature for 12 hours to obtain a solution containing sulfur dioxide. Independently, under ice cooling, 3-amino-2-chloropyridine (10 g) was added to concentrated hydrochloric acid (80 mL), and the mixture was stirred.

A 25 mL aqueous solution of sodium nitrite (5.75 g) was added dropwise while maintaining an internal temperature not exceeding 5 °C, and the mixture was stirred for another 15 minutes. The reaction mixture was then gradually added at 5 °C to the above solution containing sulfur dioxide and cuprous chloride (140 mg). The mixture was stirred for another 30 minutes under ice cooling, the precipitate was collected by filtration, and washed with water and ethanol to give the title compound 2-chloropyridine-3-sulfonyl chloride (yield 6.99 g, 42%). ¹H-NMR (CDCl₃) delta: 7.54–7.56 (¹H, m), 8.46–8.48 (¹H, m), 8.71–8.73 (¹H, m).
Uses2-Chloropyridine-3-sulfonyl chloride is mainly used as an intermediate in drug synthesis.
2-Chloropyridine-3-sulfonyl chloride Preparation Products And Raw materials
Preparation Products3-phenyl-4H-1lambda6-pyrido[2,3-e][1,2,4]thiadiazine-1,1-dione-->4-[(2-Chloropyridin-3-yl)sulphonyl]morpholine
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