91904-99-3

Upstream product

• 98-10-2 benzenesulfonamide 
• 2700-30-3 N,N-diisorpopylformamide 
• 3424-21-3 triisopropylamine 
• 98-09-9 benzenesulfonyl chloride 
• 938-10-3 phenylsulfonyl azide 
• 3085-76-5 diisopropylcyanamide 
• 34251-46-2 N,N-diisopropylphenylacetamide 

Relevant academic research and scientific papers

Preparation method and application of N-benzenesulfonyl formamidine compound

The invention relates to a preparation method and application of an N-benzenesulfonyl formamidine compound, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: adding secondary amine, cyano sulfonyl oxime ether, organic alkali and a solvent into a reactor, carrying out a stirring reaction at a certain temperature for a period of time, and after the reaction is completed, carrying out washing, extraction, drying, separation, rotary evaporation and purification to obtain a target product N-benzenesulfonyl formamidine compound. The preparation method of the N-benzenesulfonyl formamidine compound can be applied to structural later-stage modification of drug molecules and drug intermediates, and the obtained compound has potential application in the aspect of sterilization. The synthetic reaction route has the characteristics of simplicity and convenience in operation, mild conditions, high yield, relatively easiness in post-treatment, suitability for large-scale preparation and the like.

Air-Induced One-Pot Synthesis of N-Sulfonylformamidines from Sulfonyl Chlorides, NaN3, and Tertiary/Secondary Amines

An efficient and practical one-pot strategy for the synthesis of N-sulfonylformamidines was developed by directly using easily available sulfonyl chlorides, sodium azide and tertiary/secondary amines in the presence of 5 mol-% CuBr2 under aerob

Mild reductive functionalization of amides into N-sulfonylformamidines

The development of a protocol for the reductive functionalization of amides into N-sulfonylformamidines is reported. The one-pot procedure is based on a mild catalytic reduction of tertiary amides into the corresponding enamines by the use of Mo(CO)6 (molybdenum hexacarbonyl) and TMDS (1,1,3,3-tetramethyldisiloxane). The formed enamines were allowed to react with sulfonyl azides to give the target compounds in moderate to good yields.

N-acyl- and N-sulfonylformamidines from cyanamides and carbodiimides by hydroalumination and subsequent treatment with electrophiles

Hydroalumination of cyanamides 1 with di(isobutyl)aluminium hydride affords intermediate compounds 3, which have dimeric structures in the solid state with four-membered Al2N2 heterocycles and exocyclic N=C double bonds. The reactions of 3 with acyl chlorides yield N′,N′- disubstituted N-acylformamidines 5, whereas reaction with sulfonyl chlorides give the corresponding N-sulfonylformamidines 7. In contrast, carbodiimides 8 react with dialkylaluminium hydrides R2AlH (R = tBu, iBu) to give compounds 9 in which one C=N bond of the carbodiimide is reduced to form an amidinate ligand and a second molecule of the hydride is coordinated through an Al-N and an Al-H-Al bond. Treatment of 9 with acyl chlorides yields N,N′-disubstituted N-acylformamidines 10, whereas reaction with sulfonyl chlorides gives the corresponding N-sulfonylformamidines 11. In a simple one-pot procedure cyanamides are converted into N′,N′-disubstituted N-acyl- or N-sulfonylformamidines by hydroalumination and subsequent treatment with acyl- or sulfonyl chlorides. Carbodiimides react similarly, forming N,N′-disubstituted N-acyl- and N-sulfonylformamidines. The intermediate aluminium compounds and several products were characterised, including by X-ray crystallography. Copyright