177159-42-1

Basic information

• Product Name: Morpholine, 4-[(2,4-dinitrophenyl)sulfonyl]-
• CAS NO: 177159-42-1
• Molecular Formula: C10H11N3O7S
• Molecular Weight: 317.279
• Mol File: 177159-42-1.mol

Chemical Properties

• CAS DataBase Reference: Morpholine, 4-[(2,4-dinitrophenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Morpholine, 4-[(2,4-dinitrophenyl)sulfonyl]-(177159-42-1)
• EPA Substance Registry System: Morpholine, 4-[(2,4-dinitrophenyl)sulfonyl]-(177159-42-1)

Safety Data

• Hazardous Substances Data: 177159-42-1(Hazardous Substances Data)

Upstream product

• 110-91-8 morpholine 
• 1656-44-6 2,4-dinitrobenzenesulfonyl chloride 

Downstream Products

• 1000278-31-8 4-(N-phenylaminocarbonylbutanoyl)morpholine 
• 1000278-34-1 [(1S)-3-(β-D-glucopyranosylamino)-3-oxo-1-[(4-morpholinyl)carbonyl]propyl]-carbamic acid benzyl ester 
• 1000278-33-0 [(1S)-3-(phenylamino)-3-oxo-1-[(4-morpholinyl)carbonyl]propyl]-carbamic acid benzyl ester 
• 1000278-30-7 N-(4-morpholinyl)-N'-phenyl-1,1-cyclobutanedicarboxamide 

Relevant articles and documents

Cyclic thioanhydrides: Linchpins for multicomponent coupling reactions based on the reaction of thioacids with electron-deficient sulfonamides and azides

(Chemical Equation Presented) Reaction of cyclic thioanhydrides with amines affords amides functionalized with thioacids, which can be trapped in situ with electrondeficient azides or, preferably, 2,4-dinitrobenzenesulfonamides. In this manner the cyclic thioanhydride serves as a linchpin in a three-component coupling sequence. The use of thiomaleic anhydride and a afunctional nucleophile extends the process to heterocycle synthesis, while a cyclic thioanhydride prepared from aspartic acid directly provides N-functionalized asparagine derivatives.

Design, synthesis, and evaluation of thiol-activated sources of sulfur dioxide (SO2) as antimycobacterial agents

Here, 2,4-dinitrophenylsulfonamides with tunable cysteine-activated SO 2 release profiles with half-lives of SO2 release varying from 2 to 63 min are reported. N-Benzyl-2,4-dinitrobenzenesulfonamide (6), which is prepared in one step

Multicomponent coupling and glycopeptide synthesis with cyclic thioanhydrides

Disclosed is a method of coupling an amino or hydroxyl compound with the amino portion of a sulfonamide via condensation with a cyclic thioanhydride. The reaction of cyclic thioanhydrides with amines affords amides functionalized with thioacids, which can

One-pot syntheses of dissymmetric diamides based on the chemistry of cyclic monothioanhydrides. Scope and limitations and application to the synthesis of glycodipeptides

(Chemical Equation Presented) Opening cyclic monothioanhydrides by amines provides a convenient entry into amido thioacids that can be trapped in situ by 2,4-dinitrobenzenesulfonamides, by electron-deficient azides, or by amines in the presence of Sanger's reagent leading, in each case, to dissymmetric diamides in what can be considered a one-pot, three-component coupling sequence. The use of monothiomaleic anhydride and bifunctional nucleophiles such as amino thiols provides access to heterocyclic amides. The low reactivity of cyclic monothioanhydrides toward alcohols enables the use of methanol as solvent and obviates the need for the protection of alcohols in the various reaction components. Reaction of N-benzyloxycarbonyl-L-aspartic monothioanhydride with unprotected glycosyl amines, followed by capture of the thioacid intermediate with N-sulfonyl amino acid derivatives results in a three-component convergent synthesis of glycosylated peptides.