121974-35-4

Basic information

• Product Name: 2H-Indol-2-one, 3-amino-1,3-dihydro-1-methyl-
• Synonyms: 3-Amino-1-Methyl-1,3-Dihydro-2H-Indol-2-One;2H-Indol-2-one, 3-amino-1,3-dihydro-1-methyl-
• CAS NO: 121974-35-4
• Molecular Formula: C₉H₁₀N₂O
• Molecular Weight: 162.19
• Mol File: 121974-35-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 356.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.213±0.06 g/cm3(Predicted)
• PKA: 6.54±0.20(Predicted)
• CAS DataBase Reference: 2H-Indol-2-one, 3-amino-1,3-dihydro-1-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Indol-2-one, 3-amino-1,3-dihydro-1-methyl-(121974-35-4)
• EPA Substance Registry System: 2H-Indol-2-one, 3-amino-1,3-dihydro-1-methyl-(121974-35-4)

Safety Data

• Hazardous Substances Data: 121974-35-4(Hazardous Substances Data)

Upstream product

• 94268-48-1 1-methyl-1H-indole-2,3-dione 3-(O-methyloxime) 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 3265-24-5 (E)-3-(hydroxyimino)-1-methylindolin-2-one 

Downstream Products

• 1287715-32-5 (+)-1,5'-dimethyl-5'-phenyl-2'-thioxospiro[indoline-3,4'-oxazolidin]-2-one 
• 1314769-44-2 (-)-1,5'-dimethyl-5'-phenyl-2'-thioxospiro[indoline-3,4'-oxazolidin]-2-one 
• 1287715-33-6 (+)-1,5'-dimethyl-2'-thioxo-5'-p-tolylspiro[indoline-3,4'-oxazolidin]-2-one 
• 1287715-34-7 (+)-5'-(3-methoxyphenyl)-1,5'-dimethyl-2'-thioxospiro[indoline-3,4'-oxazolidin]-2-one 
• 1287715-35-8 (+)-5'-(4-bromophenyl)-1,5'-dimethyl-2'-thioxospiro[indoline-3,4'-oxazolidin]-2-one 
• 1287715-36-9 (+)-5'-(4-fluorophenyl)-1,5'-dimethyl-2'-thioxospiro[indoline-3,4'-oxazolidin]-2-one 
• 1287715-37-0 (+)-1,5'-dimethyl-2'-thioxo-5'-(3-(trifluoromethyl)phenyl)spiro[indoline-3,4'-oxazolidin]-2-one 

Relevant articles and documents

Palladium-catalyzed asymmetric allylic alkylation of 3-amino-2-oxindoles: Synthesis of 3-allyl-3-amino-2-oxindoles

Tartrate derived bi(oxazoline) ligand with palladium (II) species catalyzed asymmetric allylic alkylation reaction to access highly valuable 3-allyl-3-amino-2-oxindoles with vicinal quaternary and tertiary stereocenters in very good yields (up to 91%) and excellent enantioselectivity (up to 98% ee) with moderate to good diastereoselectivity (up to 5:1). The synthetic utility of 3-allyl-3-amino-2-oxindole was further demonstrated to construct spiro(oxindole-3,2′-pyrrolidine) with consecutive one quaternary and three tertiary chiral centers in good stereoselectivity (dr = 8:1 and 80% ee) through metal-free intramolecular iodocyclization reaction.

Organocatalytic direct asymmetric aldol reactions of 3-isothiocyanato oxindoles to ketones: Stereocontrolled synthesis of spirooxindoles bearing highly congested contiguous tetrasubstituted stereocenters

Chemical equations presented. The first example of a direct catalytic asymmetric intermolecular aldol reaction of 3-isothiocyanato oxindoles to simple ketones with bifunctional thiourea-tertiary amine as catalyst is reported. This strategy provides a promising approach for the asymmetric synthesis of a range of enantioenriched spirocyclic oxindoles bearing two highly congested contiguous tetrasubstituted carbon stereocenters. Versatile transformations of the spirocyclic oxindole products into other structurally diverse spirocyclic oxindoles have also been demonstrated.