2-Furoyl chloride

2-Furoyl chloride.svg 150px Furan-2-carbonyl chloride 2-Furancarbonyl chloride2-Furancarboxylic acid chloride2-Furanoyl chloride 527-69-5 68242 208-422-9 2US0DXI75S 13861158 C1=COC(=C1)C(=O)Cl 1/C5H3ClO2/c6-5(7)4-2-1-3-8-4/h1-3H OFTKFKYVSBNYEC-UHFFFAOYAN 1S/C5H3ClO2/c6-5(7)4-2-1-3-8-4/h1-3H OFTKFKYVSBNYEC-UHFFFAOYSA-N 5 3 1 2 liquid 1.3227 g/mL @ 20 °C -2 173 05 07 Danger 302 314 260 264 270 280 301+312 301+330+331 303+361+353 304+340 305+351+338 310 321 330 363 405 501 2-Furoyl chloride is an acyl chloride of furan. It takes the form of a corrosive liquid, which is more irritating to the eyes than benzoyl chloride. H. Gelissen Furfuroyl peroxide Recueil des Travaux Chimiques des Pays-Bas et de la Belgique 43 59–66 1924 van Roon J. D. 2-Furoyl chloride is a useful pharmaceutical intermediate and is used in the synthesis of mometasone furoate, an antiinflammatory prodrug used in the treatment of skin disorders, hay fever and asthma.William Heggie, "Process for the preparation of mometasone furoate", US Patent 6,177,560 B1(2001) Synthesis 2-Furoyl chloride was prepared in 1924 by Gelissen by refluxing 2-furoic acid in excess thionyl chloride on a water bath. Applications 2-Furoyl chloride has no major applications but it has been used as a chemical intermediate in the synthesis of various pharmaceuticals; examples include mometasone furoate, fluticasone furoate,Dingjun Chu, "Method for preparation of Fluticasone furoate", CN 102558273 A 20120711 (2012) diloxanide furoate, Wenli Zheng Synthesis of diloxanide furoate Zhongguo Yiyao Gongye Zazhi 37 2 77–78 2006 Xue Feiqun Ceftiofur (Excenel),Xuke Zhang, "Method for preparation of Ceftiofur", CN Patent 101,108,855 A (2008) mirfentanil, Jerome R. Bagley New 4-(heteroanilido)piperidines, structurally related to the pure opioidagonist fentanyl, with agonist and/or antagonist properties Journal of Medicinal Chemistry 32 3 663–71 1989 Wynn Richard Rudo Frieda Doorley Brian Spencer Kenneth Spaulding Theodore 10.1021/jm00123a028 2563773 quinfamide,Bailey Denis M. Mount Eldridge M. Siggins James Carlson John A. Yarinsky Allen Slighter Ralph G. 1979 1-(Dichloroacetyl)-1,2,3,4-tetrahydro-6-quinolinol esters. New potent antiamebic agents https://pubs.acs.org/doi/abs/10.1021/jm00191a031 Journal of Medicinal Chemistry en 22 5 599–601 10.1021/jm00191a031 458814 0022-2623 subscription and diclofurime.DE2449205 idem Germaine Thuillier, Jacqueline Laforest, Pierre Bessin, 4029808 (1977 to C.E.R.P.H.A. A French Society Organised Under The Laws Of France). See also Furfurylamine - corresponding amine Furfuryl alcohol - corresponding alcohol Furan-2-ylmethanethiol - corresponding thiol 2-Furoic acid - corresponding carboxylic acid References Category:2-Furyl compounds Category:Acyl chlorides