5044-61-1

Basic information

• Product Name: dimethyl (3-hydroxy-2-oxo-1H-indol-3-yl) phosphonate
• Synonyms: dimethyl (3-hydroxy-2-oxo-1H-indol-3-yl) phosphonate
• CAS NO: 5044-61-1
• Molecular Weight: 257.183
• Mol File: 5044-61-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: dimethyl (3-hydroxy-2-oxo-1H-indol-3-yl) phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: dimethyl (3-hydroxy-2-oxo-1H-indol-3-yl) phosphonate(5044-61-1)
• EPA Substance Registry System: dimethyl (3-hydroxy-2-oxo-1H-indol-3-yl) phosphonate(5044-61-1)

Safety Data

• Hazardous Substances Data: 5044-61-1(Hazardous Substances Data)

Upstream product

• 607-28-3 (E)-1H-indole-2,3-dione 3-oxime 
• 121-45-9 phosphorous acid trimethyl ester 
• 868-85-9 Dimethyl phosphite 

Relevant articles and documents

ORGANOPHOSPHORUS CHEMISTRY, 27. THE REACTION OF ISATIN, 5-METHYLISATIN AND THEIR MONOXIMES WITH ALKYL PHOSPHITES, TRIPHENYLPHOSPHINE AND PHOSPHORUS YLIDES

5-Methylisatin (1b) reacts with TAP (4a-c) and/or DAP (3a-c) to give the respective dialkyl α-hydroxyphosphonates (8a-c).Isatin-monoxime (5a) and 5-methyl isatin-monoxime (5b) react with alkyl phosphites to give dialkyl 2-oxo-indolyl phosphonates (8a-c, 12a-f, 15a-c) as major products.The carbonyl-group at position - 3 in 1b is deoxygenated by triphenylphosphine to give a new phosphorus ylide (17) and by methylenetriphenylphosphoranes (Wittig-reagents, 7a-c) to afford the respective 3-substituted methylenes (19a-c) in good yields.Possible reaction mechanisms were considered and structural assignments were based upon analytical, chemical and spectroscopic (IR, 1H NMR, 31P NMR and MS) results. Key words: Isatins, isatinmonoximes, phosphorylation, triphenylphsophine, Wittig-reaction.