41192-33-0

Basic information

• Product Name: 5-chloro-1-methylindolin-2-one
• Synonyms: 5-chloro-1-methylindolin-2-one
• CAS NO: 41192-33-0
• Molecular Weight: 181.622
• Mol File: 41192-33-0.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: 5-chloro-1-methylindolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-1-methylindolin-2-one(41192-33-0)
• EPA Substance Registry System: 5-chloro-1-methylindolin-2-one(41192-33-0)

Safety Data

• Hazardous Substances Data: 41192-33-0(Hazardous Substances Data)

Upstream product

• 57045-85-9 2-bromo-4-chloroacetanilide 
• 873-38-1 4-chloro-2-bromoaniline 
• 1384520-99-3 2-diazo-N-(4-chlorophenyl)-N-methylacetamide 
• 33280-23-8 N-(4-chlorophenyl)-N-methyl-2-bromoacetamide 
• 59-48-3 2-oxoindole 
• 61-70-1 N-methyl-2-indolinone 
• 65798-06-3 N-(4-chlorophenyl)-2-(hydroxyimino)ethanamide 
• 106-47-8 4-chloro-aniline 
• 17630-76-1 5-chloroindole 2,3-dione 
• 74-88-4 methyl iodide 
• 60434-13-1 5-chloro-1-methylindoline-2, 3-dione 
• 30273-07-5 N-methyl-2-methyl-4-chloroaniline 
• 186789-60-6 methyl 3-((4-chlorophenyl)(methyl)amino)-3-oxopropanoate 
• 932-96-7 N-methyl(p-chloroaniline) 

Downstream Products

• 1443787-62-9 C₁₉H₁₈ClNO₄ 
• 20423-85-2 5-chloro-1,3-dihydro-1-methyl-3-phenyl-2H-indol-2-one 
• 60434-13-1 5-chloro-1-methylindoline-2, 3-dione 

Relevant articles and documents

Heterogeneous palladium-catalysed intramolecular C(sp3)[sbnd]H α-arylation for the green synthesis of oxindoles

Herein, we present our results on the development of a waste-minimized protocol for the synthesis of oxindoles using cyclopentyl methyl ether (CPME) as a safe and green reaction medium and palladium on carbon (Pd/C) as a reusable catalyst. This protocol is efficiently applied to a variety of substrates affording products with excellent yields, minimal metal contamination and minimum waste production. The catalyst was recovered and reused for four consecutive runs without any apparent loss of efficiency. Moreover, products were isolated by simple precipitation from heptane with no need for chromatographic separations, and both CPME and heptane were recovered. Waste-minimization is reflected by the low E-factor calculated for the presented protocol.

Synthesis of Oxindole Derivatives via Intramolecular C–H Insertion of Diazoamides Using Ru(II)-Pheox Catalyst

This work presented the efficient intramolecular aromatic C–H insertion of diazoacetamide. The 1a–1o diazo compounds (except for 1k) were converted into their corresponding oxindoles via an intramolecular C–H insertion reaction in the presence of a Ru catalyst. The Ru-Pheox catalyst was shown to be highly efficient in this transformation in terms of the regioselectivity, producing the desired products in excellent yield (99%). The efficiency of the Ru catalyst reached 580 (TON) and 156 min?1 (TOF).

Candida antarctica lipase-B-catalyzed kinetic resolution of 1,3-dialkyl-3-hydroxymethyl oxindoles

Candida antarctica (CAL-B) lipase-catalyzed resolution of 1,3-dialkyl-3-hydroxymethyl oxindoles has been performed to obtain (R)-1,3-dialkyl-3-acetoxymethyl oxindoles with up to 99% ee and (S)-1,3-dialkyl-3-hydroxymethyl oxindoles with up to 78% ee using vinyl acetate as acylating agent and acetonitrile as solvent transforming (S)-3-allyl-3-hydroxymethyl oxindole to (3S)-1′-benzyl-5-(iodomethyl)-4,5-dihydro-2H-spiro[furan-3,3′-indolin]-2′-one. The optically active 3-substituted-3-hydroxymethyl oxindoles and spiro-oxindoles are among the key synthons in the synthesis of potentially biologically active molecules.