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6684-06-6

6684-06-6 Structure

6684-06-6 Structure
IdentificationBack Directory
[Name]

2-Chloropyridine-3-sulfonyl chloride
[CAS]

6684-06-6
[Synonyms]

2-Chloropyridine-3-s
2-Chloro-3-(chlorosul
2-chloro pyridine-3-sufonylchloride
2-Chloro-3-(chlorosulphonyl)pyridine
2-Chloropyridine-3-sulfonyl chloride
2-chloro-3-Pyridinesulfonyl chloride
2-chloropyridine-3-sulphonyl chloride
3-Pyridinesulfonyl chloride, 2-chloro-
2-CHLOROPYRIDINE-3-SULFONYL CH (MFCD05664916)
2-Chloropyridine-3-sulfonyl chloride ISO 9001:2015 REACH
[Molecular Formula]

C5H3Cl2NO2S
[MDL Number]

MFCD05664916
[MOL File]

6684-06-6.mol
[Molecular Weight]

212.05
Questions And AnswerBack Directory
[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).
Chemical PropertiesBack Directory
[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
[form ]

Powder
[pka]

-3.73±0.10(Predicted)
[color ]

White to off-white
[InChI]

1S/C5H3Cl2NO2S/c6-5-4(11(7,9)10)2-1-3-8-5/h1-3H
[InChIKey]

MFJSIQDQIZEVJX-UHFFFAOYSA-N
[SMILES]

Clc1ncccc1S(Cl)(=O)=O
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H314-H302+H312+H332
[Precautionary statements ]

P271-P280-P260
[RIDADR ]

UN3261
[WGK Germany ]

WGK 3
[HazardClass ]

IRRITANT
[HS Code ]

2933399990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Skin Corr. 1B
Hazard InformationBack Directory
[Uses]

2-Chloropyridine-3-sulfonyl chloride is mainly used as an intermediate in drug synthesis.
Spectrum DetailBack Directory
[Spectrum Detail]

2-Chloropyridine-3-sulfonyl chloride(6684-06-6)1HNMR
2-Chloropyridine-3-sulfonyl chloride(6684-06-6)FT-IR
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