N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide

Name: N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 42137-88-2
Cat. No. CS-0153042
Purity≥97%
MDL No.MFCD00018944

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide|CS-0153042

Structure of 42137-88-2

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General Information

CAS No. 42137-88-2
Cat. No. CS-0153042
Purity ≥97%
MDL No. MFCD00018944
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅Cl₂NO₂S
Molecular Weight 296.21
Synonym(s) N,N-Bis-(2-chloroethyl)-p-toluenesulfonamide
SMILES CC1=CC=C(C=C1)S(=O)(=O)N(CCCl)CCCl

Description

N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide features a sulfonamide core with two 2-chloroethyl substituents, enabling dual alkylating potential. The para-methyl group enhances electron density at the aromatic ring, improving stability under standard conditions. This compound functions as a bifunctional electrophile in targeted covalent labeling and crosslinking applications.

Application

N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide serves as a versatile bifunctional electrophile, enabling efficient sulfonamide-directed conjugate additions and tandem cyclizations. Its dual 2-chloroethyl groups facilitate rapid, high-yield intramolecular cyclization under mild conditions, forming stable heterocyclic scaffolds. Bench-stable and compatible with diverse functional groups, it functions as a key building block in the synthesis of complex sulfonamide-containing frameworks relevant to medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  821-48-7
- 98-59-9
- ~77%
- In-stock
  
  42137-88-2
References
- Zabinski, Jerzy; Maciejewska, Dorota; Kazmierczak, Pawel Journal of Molecular Structure, 2009 , vol. 923, # 1-3 p. 132 - 140
Route2
- In-stock
  
  7146-67-0
- ~83%
- In-stock
  
  42137-88-2
References
- Al-Rashood; Madani; Ginawi; Ashraf; El-Obeid Arzneimittel-Forschung/Drug Research, 1990 , vol. 40, # 11 p. 1242 - 1245
Route3
- 870-24-6
- 98-59-9
- ~%
- In-stock
  
  42137-88-2
References
- G. D. Searle and Co. Patent: US4072686 A1, 1978 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 37.38
LogP 2.46332
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Building Blocks for Pharmaceutical Ingredients

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N,N-Bis(2-chloroethyl)-4-methylbenzenesulfonamide

CAS No. 42137-88-2

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