2244-48-6

Basic information

• Product Name: Morpholine, 4-(2-pyridinylthio)- (9CI)
• Synonyms: Morpholine, 4-(2-pyridinylthio)- (9CI)
• CAS NO: 2244-48-6
• Molecular Formula: C₉H₁₂N₂OS
• Molecular Weight: 196.26938
• Product Categories: PYRIDINE
• Mol File: 2244-48-6.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Morpholine, 4-(2-pyridinylthio)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Morpholine, 4-(2-pyridinylthio)- (9CI)(2244-48-6)
• EPA Substance Registry System: Morpholine, 4-(2-pyridinylthio)- (9CI)(2244-48-6)

Safety Data

• Hazardous Substances Data: 2244-48-6(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 2637-34-5 2-Sulfanylpyridine 
• 63434-91-3 2-(methyldisulfanyl)pyridine 
• 23328-69-0 4-chloromorpholine 

Relevant articles and documents

Iodine-Mediated Cross-Dehydrogenative Coupling of Heterocyclic Thiols with Amines: An Easy and Practical Formation of S?N Bond

An efficient iodine-mediated construction of S?N bond was developed. Such a cross-dehydrogenative coupling of heterocyclic thiols with amines proceeded smoothly under metal-free and base-free conditions, and afforded a series of sulfenamides in good to excellent yields. The easily available substrates and convenient synthetic procedure illustrate potential synthetic value of this protocol for the preparation of sulfenamide related biologically or pharmaceutically active compounds.

Hypervalent iodine(III)-promoted metal-free S-H activation: An approach for the construction of S-S, S-N, and S-C bonds

The activation of the sulfur atom of thiols with (diacetoxyiodo)benzene (DIB) has been explored in the preparation of symmetrical disulfides and sulfenamides. Disulfides can be produced in excellent yields (75-95%) upon treatment of thiols with DIB. The reaction was complete in less than five minutes at room temperature. Aliphatic, aromatic, and heteroaromatic thiols are compatible with this transformation. Moreover, heteroaromatic disulfides obtained from heteroaromatic thiols further reacted with a nucleophilic amine in the presence of a base to provide the corresponding sulfenamides in fair to good yields (43-90%) in a one-pot fashion. The methodology was successfully extended to indole as a representative electron-rich aromatic compound, which allowed successful construction of a S-C bond in one pot. The key benefits of this reaction include lower toxicity, low cost of DIB reagent, and mild reaction conditions (room temperature, undried solvents and open flask).

A "One-Pot" Synthesis of Sulfenamides

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