N-Cyano-4-methyl-N-phenylbenzenesulfonamide

Name: N-Cyano-4-methyl-N-phenylbenzenesulfonamide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 55305-43-6
Cat. No. CS-0132095
Purity≥97%
MDL No.MFCD00159358

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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-Cyano-4-methyl-N-phenylbenzenesulfonamide|CS-0132095

Structure of 55305-43-6

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General Information

CAS No. 55305-43-6
Cat. No. CS-0132095
Purity ≥97%
MDL No. MFCD00159358
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₂N₂O₂S
Molecular Weight 272.32
Synonym(s) N-Cyano-N-phenyl-p-toluenesulfonamide
SMILES CC1=CC=C(S(=O)(N(C#N)C2=CC=CC=C2)=O)C=C1

Description

N-Cyano-4-methyl-N-phenylbenzenesulfonamide features a cyano group flanked by a methyl-substituted phenyl and a sulfonamide-linked phenyl, delivering enhanced stability and electron-withdrawing character. This structure enables efficient coupling in late-stage functionalization and facilitates precise control in synthetic transformations.

Application

N-Cyano-4-methyl-N-phenylbenzenesulfonamide serves as a versatile sulfonamide-based building block in synthetic organic chemistry, enabling efficient access to functionalized heterocycles and pharmaceutical intermediates. Its robust cyano group facilitates nucleophilic additions and cycloadditions, while the benzenesulfonamide moiety provides excellent stability and orthogonal reactivity. The molecule exhibits favorable bench stability, mild handling requirements, and compatibility with common reaction conditions, making it a practical choice for multi-step synthesis and process development workflows.

Synthesis

Route1
- In-stock
  
  64-10-8
- 98-59-9
- ~76%
- In-stock
  
  55305-43-6
References
- Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias Chemistry - A European Journal, 2011 , vol. 17, # 15 p. 4217 - 4222
Route2
- In-stock
  
  64-10-8
- 98-09-9
- ~73%
- In-stock
  
  55305-43-6
References
- Gong, Tian-Jun; Xiao, Bin; Cheng, Wan-Min; Su, Wei; Xu, Jun; Liu, Zhao-Jing; Liu, Lei; Fu, Yao Journal of the American Chemical Society, 2013 , vol. 135, # 29 p. 10630 - 10633
Route3
- 98-59-9
- 622-34-4
- ~%
- In-stock
  
  55305-43-6
References
- Kurzer Journal of the Chemical Society, 1949 , p. 1034,1036

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 61.17
LogP 2.6714
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Sulfonamide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Chemical Synthesis Synthetic Reagents C-X(Non-Halogen) Bond Formation Cyanation

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N-Cyano-4-methyl-N-phenylbenzenesulfonamide

CAS No. 55305-43-6

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