4-(N-methylacetamido)benzenesulfonyl chloride

Name: 4-(N-methylacetamido)benzenesulfonyl chloride
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CAS No. 39169-92-1
Cat. No. CS-0147274
Purity≥98%
MDL No.None

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4-(N-methylacetamido)benzenesulfonyl chloride|CS-0147274

Structure of 39169-92-1

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General Information

CAS No. 39169-92-1
Cat. No. CS-0147274
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀ClNO₃S
Molecular Weight 247.70
Synonym(s) 4-[Acetyl(methyl)amino]benzenesulfonyl chloride
SMILES O=S(C1=CC=C(N(C)C(C)=O)C=C1)(Cl)=O

Description

4-(N-methylacetamido)benzenesulfonyl chloride features a sulfonyl chloride group flanked by an electron-rich aromatic ring and a sterically hindered N-methylacetamido substituent. This combination enables selective acylation in synthetic routes, particularly in the construction of sulfonamide-based bioactive compounds under standard conditions.

Application

4-(N-methylacetamido)benzenesulfonyl chloride serves as a versatile sulfonylating agent for the efficient introduction of a substituted sulfonamide moiety into aromatic and heteroaromatic frameworks. Its amide-protected N-methyl group enhances bench stability and reduces hydrolytic sensitivity compared to parent analogs, while maintaining high reactivity toward nucleophiles such as amines and alcohols. The molecule facilitates straightforward access to functionalized sulfonamides relevant in medicinal chemistry and agrochemical synthesis, with purification typically achieved via crystallization or column chromatography.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3261
Class : 8	Packing Group : Ⅱ
Hazard Statements : H314-H318
Precautionary Statements : P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 54.45
LogP 1.5968
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(N-methylacetamido)benzenesulfonyl chloride

CAS No. 39169-92-1

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