3265-29-0

Basic information

• Product Name: 3-Diazo-2,3-dihydro-1H-indole-2-one
• Synonyms: 3-Diazo-1H-indol-2(3H)-one;3-Diazo-2,3-dihydro-1H-indole-2-one;3-Diazoindoline-2-one
• CAS NO: 3265-29-0
• Molecular Formula: C₈H₅N₃O
• Molecular Weight: 160.1522
• Mol File: 3265-29-0.mol
• Article Data: 22

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: 3-Diazo-2,3-dihydro-1H-indole-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Diazo-2,3-dihydro-1H-indole-2-one(3265-29-0)
• EPA Substance Registry System: 3-Diazo-2,3-dihydro-1H-indole-2-one(3265-29-0)

Safety Data

• Hazardous Substances Data: 3265-29-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H5N3O/c9-11-7-5-3-1-2-4-6(5)10-8(7)12/h1-4,9H/p+1

Upstream product

• 28558-62-5 toluene-4-sulfonic acid-(2-oxo-indolin-3-ylidenehydrazide) 
• 2058-70-0 3-Methylimino-2-indolinone 
• 2365-44-8 3-hydrazonoindolin-2-one 
• 28558-62-5 4-methyl-N'-(2-oxoindolin-3-ylidene)benzenesulfonohydrazide 
• 91-56-5 indole-2,3-dione 
• 59-48-3 2-oxoindole 
• 28558-62-5 4-methyl-N'-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)benzenesulfonylhydrazide 

Downstream Products

• 689294-94-8 3-diazo-1-(4-methylbenzyl)-1,3-dihydro-2H-indol-2-one 
• 461677-86-1 1,1'-dibenzyl-1,3-dihydro-1'H-[3,3']biindolyl-2-one 
• 1296203-70-7 C₂₃H₂₅N₃O₃ 
• 1296203-62-7 C₂₁H₂₁N₃O₃ 
• 1296203-64-9 C₂₃H₂₅N₃O₃ 
• 1296203-65-0 C₂₄H₂₇N₃O₃ 
• 1296203-66-1 C₂₇H₃₃N₃O₃ 
• 1296203-68-3 C₂₅H₂₈N₄O₅ 
• 1296203-71-8 C₂₅H₂₉N₃O₃ 
• 1296203-63-8 C₂₅H₂₉N₃O₃ 

Relevant articles and documents

Photochemically Induced Ring Opening of Spirocyclopropyl Oxindoles: Evidence for a Triplet 1,3-Diradical Intermediate and Deracemization by a Chiral Sensitizer

The photochemical deracemization of spiro[cyclopropane-1,3′-indolin]-2′-ones (spirocyclopropyl oxindoles) was studied. The corresponding 2,2-dichloro compound is configurationally labile upon direct irradiation at λ=350 nm and upon irradiation at λ=405 nm

Synthesis of (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2Hindol-2-ones using an Eschenmoser coupling reaction

A highly modular method for the synthesis of (Z)-3-[amino(phenyl/methyl)methylidene]-1,3-dihydro-2H-indol-2-ones starting from easily available 3-bromooxindoles or (2-oxoindolin-3-yl)triflate and thioacetamides or thiobenzamides is described. A series of 49 compounds, several of which have previously been shown to possess significant tyrosin kinase inhibiting activity, was prepared in yields varying mostly from 70 to 97% and always surpassing those obtained by other published methods. The method includes an Eschenmoser coupling reaction, which is very feasible (even without using a thiophile except tertiary amides) and scalable. The (Z)configuration of all products was confirmed by NMR techniques.

Synthesis of Isatin-Hydrazones from 3-Diazo Oxindoles and Sulfoxonium Ylides under Catalyst- and Additive-Free Conditions

A facile synthesis of isatin-hydrazones from 3-diazo oxindoles and sulfoxonium ylides under catalyst- and additive-free conditions is described. A plausible reaction pathway is proposed for the transformation, in which diazo compounds play as electrophile