182925-65-1

Upstream product

• 332367-41-6 C₁₄H₂₁ClN₂O₄S 
• 147000-78-0 N¹-BOC-N³-benzylsulfamide 
• 182925-57-1 N¹-BOC-N³-benzyl,N³-(2-chloroethyl) sulfamide 
• 100-46-9 benzylamine 
• 185023-94-3 5-Chloromethyl-2-oxo-oxazolidine-3-sulfonic acid (2-chloro-ethyl)-amide 
• 185023-98-7 5,5-Dimethyl-2-oxo-[1,3]oxazinane-3-sulfonic acid (2-chloro-ethyl)-amide 
• 185023-97-6 2-Oxo-[1,3]oxazinane-3-sulfonic acid (2-chloro-ethyl)-amide 
• 185023-93-2 5-Methyl-2-oxo-oxazolidine-3-sulfonic acid (2-chloro-ethyl)-amide 
• 116943-69-2 N-(2-chloroethyl)-1,3-oxazolidine-2-one-3-sulfonamide 
• 53627-11-5 N-(2-chloroethyl)sulfamoyl chloride 

Downstream Products

• 144432-72-4 2-benzyl-1,2,5-thiadiazolidine 1,1-dioxide 

Relevant academic research and scientific papers

Synthesis of N-substituted 1,2,5-thiadiazolidine and 1,2,6-thiadiazinane 1,1-dioxides from primary amines

Alkyl and aryl N-substituted 1,2,5-thiadiazolidine and 1,2,6-thiadiazinane 1,1-dioxides 6 were synthesized in good yields from the reaction of sulfuryl chloride with 2-chloroethylamine or 3-chloropropylamine hydrochlorides, respectively, followed by treatment with a primary amine and triethylamine, and ring closure with K2CO3 in DMSO.

Synthesis of 1,2,5-thiadiazolidines 1,1-dioxides (Cyclosulfamides) starting from amino acids and chlorosulfonyl isocyanate

We report here a practical access to a series of five-membered cyclosulfamides (1,2,5-thiadiazolidines 1,1-dioxides) N2 substituted by the BOC group. These compounds are synthesized starting from chlorosulfonyl isocyanate and nitrogen mustards or amino acids. The derivatization of amino acids can lead to an alkyl group on C-4 with a well-defined configuration; in this case the N5 position was protected by a benzyl group. These compounds are valuable tools for asymmetric synthesis. (C) 2000 Elsevier Science Ltd.

Synthesis of N-sulfamoyloxazolidinones and -perhydrooxazinones reactivity and use as donors in the Transsulfamoylation reaction; application to the preparation of 2-chloroethylnitrososulfamides. IV

Starting from chlorosulfonyl isocyanate, successive addition of selected 1,2 and 1,3 haloalcohols, sulfamoylation with the nitrogen mustard and cyclization in alkaline conditions give title compounds in good yields. These sulfamoyloxazolidinones and sulfamoylperhydrooxazinones were revealed as efficient 2-chloroethylsulfamoyl donors in the 2-chloroethylnitrosulfamides synthesis; five new CENS (derived from heterocyclic amines and amino acids) were thus synthezised. According to the experimental conditions, N-sulfamoylcyclocarbamates can be reopened by nucleophiles giving addition products by transcarbamoylation.

A new family of potential oncostatics: 2-Chloroethylnitrososulfamides (CENS) - I. Synthesis, structure, and pharmacological evaluation (preliminary results)

A new series of alkylating agents, 2-chloroethylnitrososulfamides (CENS), were developed on the model of 2-chloroethylnitrosoureas. Starting from chlorosulfonyl isocyanate, a four-step synthesis (carbamoylation-sulfamoylation, Mitsunobu alkylation, deprotection, and nitrosation) gives the title compounds in a 47-58% overall yield. The selection of the nitrosation site can be directed through an alternative route. The pharmacological evaluation shows a significant oncostatic activity towards both A549 and MCF7 cell lines.