74598-25-7

Basic information

• Product Name: 1-[3-(methylsulfanyl)-2-thienyl]ethanone O-{4-nitrobenzoyl}oxime
• Synonyms: 1-[3-(methylsulfanyl)-2-thienyl]ethanone O-{4-nitrobenzoyl}oxime
• CAS NO: 74598-25-7
• Molecular Formula: C₁₄H₁₂N₂O₄S₂
• Molecular Weight: 336.38608
• Mol File: 74598-25-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-[3-(methylsulfanyl)-2-thienyl]ethanone O-{4-nitrobenzoyl}oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[3-(methylsulfanyl)-2-thienyl]ethanone O-{4-nitrobenzoyl}oxime(74598-25-7)
• EPA Substance Registry System: 1-[3-(methylsulfanyl)-2-thienyl]ethanone O-{4-nitrobenzoyl}oxime(74598-25-7)

Safety Data

• Hazardous Substances Data: 74598-25-7(Hazardous Substances Data)

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 74598-26-8 (E)-2-acetyl-3-methylthiothiophen oxime 

Downstream Products

• 61612-02-0 methyl-2 thieno<2,3-d>thiazole 

Relevant articles and documents

Condensed Isothiazoles. Part 5. Thienoisothiazoles and Thienoisothiazoles

2,3-Disubstituted thiophens containing a sulphur function (SH, SMe, or SCN) and a carbonyl group (CHO or Ac) have been prepared and converted into thienoisothiasoles.Methods used to prepare 1,2-benzisothiazoles are often inapplicable in the thiophen series.For example, an (E)-methyl (2-methylthio-3-thienyl) O-p-nitrobenzoylketoxime (6) in hot diethylene glycol or acetic acid gave the corresponding 3-acetamido-2-methylthiothiophen (15); in concentrated sulphuric acid at - 5 deg C, it gave the Beckmann rearranged product (15) and a thienothiazole (19).Similarly, (E)-methyl (3-methylthio-2-thienyl) O-p-nitrobenzoyl ketoxime (42) gave 2-methylthienothiazole with concentrated sulphuric acid, but with acetic acid it gave the thienoisothiazole (43) and 2-acetamido-3-methylthiothiophen.Heating the (E)-2-mercaptothiophen-3-carbaldoxime (27) in an inert solvent gave the corresponding thienoisothiazole (14); the (E)-3-mercaptothiophen-2-carbaldoxime (47) cyclised in hot AcOH-Ac2O, to give the thienoisothiazole (44).Thienoisothiazoles were also prepared by treating a methyl (2-mercapto-3-thienyl) ketone (21) with chloramine and by heating a 2-iminothieno-3,1,4-oxathiazepine (29) in an inert solvent.The products obtained by selective S-alkylation of 3,5-bis(sodiomercapto)isothiazole-4-carbonitrile with ethyl bromoacetate and iodomethane were cyclised, to give 4-aminothienoisothiazole derivatives (34) and (36).