4-(1,1-Dioxidothiomorpholino)benzaldehyde

Name: 4-(1,1-Dioxidothiomorpholino)benzaldehyde
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CAS No. 27913-96-8
Cat. No. CS-0199072
Purity≥98%
MDL No.None

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4-(1,1-Dioxidothiomorpholino)benzaldehyde|CS-0199072

Structure of 27913-96-8

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General Information

CAS No. 27913-96-8
Cat. No. CS-0199072
Purity ≥98%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₃NO₃S
Molecular Weight 239.29
Synonym(s) 4-(4-Formylphenyl)thiomorpholine 1,1-Dioxide
SMILES C1=C(C=CC(=C1)N2CCS(=O)(=O)CC2)C=O

Description

This bench-stable aldehyde features a sulfonamide-embedded thiomorpholine ring, delivering enhanced solubility and stability. The electron-deficient aromatic core enables efficient coupling in amide bond formation, while the dioxidothiomorpholino moiety acts as a polar handle for conjugation.

Application

4-(1,1-Dioxidothiomorpholino)benzaldehyde serves as a versatile building block for the synthesis of sulfonamide-containing aromatic scaffolds. The aldehyde functionality enables direct coupling in reductive amination and Wittig-type transformations, while the 1,1-dioxidothiomorpholine group imparts high solubility and metabolic stability. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient access to complex heterocyclic systems in medicinal chemistry campaigns.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 54.45
LogP 0.7339
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Thiomorpholine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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4-(1,1-Dioxidothiomorpholino)benzaldehyde

CAS No. 27913-96-8

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