网站主页>>>项目整合精选>>>项目整合精选>>>Azosemide, SK 110, PLE 1053, Diart, Luret

Azosemide, SK 110, PLE 1053, Diart, Luret

2-氯-5-(2H-四唑-5-基)-4-((噻吩-2-基甲基)氨基)苯磺酰胺Chemical Name: 2-Chloro-5-(1H-tetrazol-5-yl)-4-(2-thienylmethylamino)benzenesulfonamide
CAS No. 27589-33-9
项目整合开发状态: Launched
项目研究机构: Roche (Originator), Sanofi-Aventis (Licensee)
合成路线:A new synthetic procedure for azosemide has been reported:The condensation of 2-formylthiophene (I) with 2-chloro-4-amino-5-(5-tetrazolyl)benzenesulfonamide (II) by means of polyphosphoric acid (PPA) in DMSO gives the corresponding Schiff base (III),which is reduced with KBH4 in the same solvent.
📌 参考资料/链接:
参考文献标题:Process for the production of 5-(4'-chloro-5'-sulfamoyl-2'-thenylamino)phenyltetrazole
文献作者:Baetz,F.; Lauer,K.(Boehringer Ingelheim GmbH)
参考来源:DE 3034664; JP 57081485

📄 详细内容


合成路线:The reaction of 2-fluoro-4-chloro-5-sulfamoylbenzoic acid (I) with refluxing SOCl2 gives the corresponding acyl chloride (II),which by reaction with aqueous NH3 is transformed into the amide (III).The dehydration of (III) with refluxing POCl3 affords the nitrile (IV),which is then condensed with thenylamine (V) to yield 4-chloro-2-thenylamino-5-sulfamoylbenzonitrile (VI).Finally,this compound is cyclized with sodium azide in DMF at 100 C.

参考文献标题:5-Phenyltetrazole derivatives
文献作者:Popelak,A.; et al.(Boehringer Ingelheim GmbH)
参考来源:DE 1815922; FR 2026688; GB 1237790; US 3665002


合成路线:The reaction of 2-fluoro-4-chloro-5-sulfamoylbenzoic acid (I) with refluxing SOCl2 gives the corresponding acyl chloride (II),which by reaction with aqueous NH3 is transformed into the amide (III).The dehydration of (III) with refluxing POCl3 affords the nitrile (IV),which is then condensed with thenylamine (V) to yield 4-chloro-2-thenylamino-5-sulfamoylbenzonitrile (VI).Finally,this compound is cyclized with sodium azide in DMF at 100 C.
参考文献标题:Azosemide
文献作者:Serradell,M.N.; Castar,J.; Blancafort,P.; Hillier,K.
参考来源:Drugs Fut 1979,4(6),393


产品链接: CAS No. 27589-33-9››