40141-98-8

Basic information

• Product Name: 5-methyl[1,3]dioxolo[4,5-j]phenanthridin-6(5H)-one
• Synonyms: N-methylcrinasiadine
• CAS NO: 40141-98-8
• Molecular Formula: C₁₅H₁₁NO₃
• Molecular Weight: 253.2527
• Mol File: 40141-98-8.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 484.4°C at 760 mmHg
• Flash Point: 246.8°C
• Density: 1.37g/cm³
• Vapor Pressure: 1.54E-09mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: 5-methyl[1,3]dioxolo[4,5-j]phenanthridin-6(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-methyl[1,3]dioxolo[4,5-j]phenanthridin-6(5H)-one(40141-98-8)
• EPA Substance Registry System: 5-methyl[1,3]dioxolo[4,5-j]phenanthridin-6(5H)-one(40141-98-8)

Safety Data

• Hazardous Substances Data: 40141-98-8(Hazardous Substances Data)

Upstream product

• 40141-79-5 2-bromo-N-methyl-4,5-methylenedioxybenzanilide 
• 339267-17-3 6-bromo-N-phenylbenzo[d][1,3]dioxole-5-carboxamide 
• 62-53-3 aniline 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 15777-84-1 N-methylbenzo[d][1,3]dioxole-5-carboxamide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 61441-09-6 methyl 6-bromo-1,3-benzodioxole-5-carboxylate 
• 6832-87-7 2-bromo-N-methylaniline 
• 60546-62-5 6-bromopiperonylic acid 
• 591-50-4 iodobenzene 
• 82463-71-6 N-methyl-2-bromo-4,5-(methylenedioxy)benzamide 
• 55171-62-5 2-bromo-4,5-methylenedioxybenzoyl chloride 
• 5570-18-3 2-aminophenylboronic acid 
• 201230-82-2 carbon monoxide 

Downstream Products

• 65367-81-9 N-Methyl-8,9-methylenedioxy-phenantridinium chloride 

Relevant articles and documents

Copper, Silver and Sodium Salt-Mediated Quaternization by Arylation: Syntheses of N-Heterocyclic Carbene Precursors and 6-H-Phenanthridine Derivatives

We have developed a CuII-, AgI-, and NaOTf-mediated intramolecular quaternization by arylation reactions to synthesize a variety of N-heterocyclic carbene (NHC) precursors with a benzene-fused backbone. The methodology also provides a convenient alternative route for the synthesis of 6-H-phenanthridine derivatives. A novel silver–NHC complex was prepared by treatment of Ag2O with the free carbene, which was in situ prepared from the deprotonation of a representative quinazolinonium salt.

Application of phenanthridine compounds to pesticides

The invention relates to an application of phenanthridine compounds shown in general formula (1) to pesticides. Part of the compounds is used as a plant virus agent and can well inhibit the tobacco mosaic virus; when used as a bactericide, the compounds have good inhibitory activity on tomato early blight, wheat scab, potato late blight, phytophthora capsici, rape sclerotinia rot, cucumber gray mould, rice sheath blight disease, cucumber fusarium wilt, cercospora brown spot of peanut, apple ring rot, wheat sharp eyespot, corn southern leaf blight, watermelon anthracnose and rice bakanae disease; when used as an insecticide, the compounds have poisonous activity on armyworms, mosquito larvae, cotton bollworms, ostrinia nubilalis, aphids, adult mites and plutella xylostella. In the formula,when molecular nitrogen is not imine, R can represent hydrogen atoms, methyl, acetyl and benzoyl; R and R represent a hydrogen atom or an oxygen atom simultaneously; R and R can represent hydroxyl, acetoxyl, methoxyl, methyleneoxy, a fluorine atom and the hydrogen atom; R is a bromine atom or the fluorine atom; R is the hydrogen atom or vinyl. When nitrogen is imine, R doesnot represent any group; one of R and R does not represent any group, and the other can represent the hydrogen atom, methoxyl, ethyoxyl, benzyloxy and a chlorine atom; R, R, R and Rrepresent the hydrogen atom.

Nickel-Catalyzed Denitrogenative Annulation of 1,2,3-Benzotriazin-4-(3H)-ones with Benzynes for Construction of Phenanthridinone Scaffolds

The synthesis of phenanthridinones via denitrogenative annulation of 1,2,3-benzotriazin-4-(3H)-ones with arynes catalysed by Ni(0)/dppm was successfully developed. A variety of phenanthridinones were prepared in good to excellent yields. Based on this method, nature product, N-methylcrinasidine, was synthesized. (Figure presented.).