49839-99-8

Basic information

• Product Name: 4-(2-Nitrovinyl)indole
• Synonyms: 4-(2-NITROVINYL)-1H-INDOLE 99;4-(2-Nitrovinyl)indole;4-(2-NITROVINYL)-1H-INDOLE;4-(2-Nitrovinyl)-1H-indole 99%;Indole-4-nitrylethylene;4-(2-Nitroethenyl)-1H-indole;1H-Indole, 4-(2-nitroethenyl)-
• CAS NO: 49839-99-8
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.18
• EINECS: 1312995-182-4
• Mol File: 49839-99-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 161-163°C
• Boiling Point: 406.1°C at 760 mmHg
• Flash Point: 199.4°C
• Appearance: /
• Density: 1.352
• Vapor Pressure: 1.95E-06mmHg at 25°C
• Refractive Index: 1.734
• PKA: 16.13±0.30(Predicted)
• CAS DataBase Reference: 4-(2-Nitrovinyl)indole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Nitrovinyl)indole(49839-99-8)
• EPA Substance Registry System: 4-(2-Nitrovinyl)indole(49839-99-8)

Safety Data

• Hazardous Substances Data: 49839-99-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-White crystal

InChI:InChI=1/C10H8N2O2/c13-12(14)7-5-8-2-1-3-10-9(8)4-6-11-10/h1-7,11H/b7-5+

Upstream product

• 39830-66-5 methyl 1H-indole-4-carboxylate 
• 1074-85-7 (1H-indol-4-yl)methanol 
• 1074-86-8 4-formyl indole 
• 75-52-5 nitromethane 

Downstream Products

• 91374-21-9 Ropinirole 
• 76149-15-0 4-<2-(N,N-di-n-propylamino)ethyl>indole 
• 16176-73-1 2-(1H-indol-4-yl)ethan-1-amine 
• 73625-11-3 4-(dimethylamino)-1,3,4,5-tetrahydrobenzindole 
• 77963-70-3 RU 27849 

Relevant articles and documents

Synthesis of 2-Oxindoles from Substituted Indoles by Hypervalent-Iodine Oxidation

A practical conversion of indoles into the corresponding 2-oxindoles is achieved efficiently using a hypervalent iodine reagent. This oxidation is amenable to different substituted indoles, and allows the synthesis of a wide range of synthetically valuable substituted 2-oxindoles in up to 90 % yield. Furthermore, Ropinirole, a drug used to alleviate the symptoms of Parkinson's disease, was synthesized in three steps in an overall yield of 44 % using this method.

PROCESS FOR THE PREPARATION OF ROPINIROLE

A new process for the preparation of Ropinirole (1) and pharmaceutically acceptable hydrochloride salt thereof comprising reacting the compound V with nitromethane to obtain the compound of formula 11, which is reduced to compound III and alkylated to obtain compound IV. The oxidation of the indole ring provides the compound of formula (I).

Ergoline synthons. 2. Synthesis of 1,5-dihydrobenz[cd]indol-4(3H)-ones and 1,3,4,5-tetrahydrobenz[cd]indol-4-amines

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