2246-44-8

Basic information

• Product Name: 1-AMINO-2-METHYLNAPHTHALENE
• Synonyms: 2-methyl-1-naftylamin;2-methyl-1-naphthylamin;2-METHYL-1-NAPHTHALENAMINE;2-METHYL-1-NAPHTHYLAMINE;1-AMINO-2-METHYLNAPHTHALENE;1-Amino-2-methylnaphtalene;2-METHYLNAPHTHYLAMINE;1-AMINO-2-METHYLNAPHTHALENE 97+%
• CAS NO: 2246-44-8
• Molecular Formula: C₁₁H₁₁N
• Molecular Weight: 157.21
• Mol File: 2246-44-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 28-31 °C(lit.)
• Boiling Point: 312.3 °C at 760 mmHg
• Flash Point: 28 °C
• Appearance: /
• Density: 1.67
• Vapor Pressure: 0.000535mmHg at 25°C
• Refractive Index: n20/D 1.670
• Storage Temp.: 0-10°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 4.78±0.10(Predicted)
• Stability: Light Sensitive
• BRN: 2042530
• CAS DataBase Reference: 1-AMINO-2-METHYLNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-AMINO-2-METHYLNAPHTHALENE(2246-44-8)
• EPA Substance Registry System: 1-AMINO-2-METHYLNAPHTHALENE(2246-44-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: QM3675000
• Hazardous Substances Data: 2246-44-8(Hazardous Substances Data)

Usage

Uses

1-Amino-2-Methylnaphthalene is used in preparation of (Piperazinyl)pyridopyrimidinone derivatives as KRAS G12C inhibitor for treatment of KRAS G12C-related diseases.

InChI:InChI=1/C11H11N/c1-8-6-7-9-4-2-3-5-10(9)11(8)12/h2-7H,12H2,1H3

Upstream product

• 34774-85-1 1-amino-2-(methylthiomethyl)naphthalene 
• 7647-01-0 hydrogenchloride 
• 881-03-8 1-nitro-2-methylnaphthalene 
• 64-19-7 acetic acid 
• 64-17-5 ethanol 
• 98154-51-9 1-azido-2-methylnaphthalene 
• 37113-06-7 1-Formylamino-2-methylnaphthalin 
• 91-57-6 2-Methylnaphthalene 
• 2586-62-1 1-bromo-2-methylnaphtalene 

Downstream Products

• 7469-77-4 2-methylnaphthalen-1-ol 
• 107866-11-5 3,3′-dimethyl-1,1′-binaphthalenyl-4,4′-diol 
• 36374-82-0 1-iodo-2-methylnaphthalene 
• 13138-48-2 3,3'-dimethylnaphthidine 
• 78987-25-4 N-benzoyl-1-amino-2-methylnaphthalene 
• 80961-81-5 C₂₄H₂₀N₄O 
• 1101131-27-4 N-(2,4-dinitro-6-(1,3-dioxolan-2-yl)phenyl)-2-methylnaphthalen-1-amine 
• 1155860-81-3 C₂₆H₃₀N₂O₃S 
• 1101131-24-1 2-((2-methylnaphthalen-1-yl)amino)benzaldehyde 
• 1236294-13-5 [2-(isopropyliminomethyl)phenyl](2-methylnaphthalen-1-yl)amine 
• 1246024-52-1 (E)-N-[2-(3,5-di-tert-butylphenyliminomethyl)phenyl]-2-methylnaphthalen-1-ylamine 

Relevant articles and documents

-

-

Efficient hydrogenation catalyst designing via preferential adsorption sites construction towards active copper

Based on the experimental and DFT calculation results, here for the first time we built preferential adsorption sites for nitroarenes by modification of the supported Cu catalysts surface with 1,10-phenathroline (1,10-phen), by which the yield of aniline via reduction of nitroarene is enhanced three times. Moreover, a macromolecular layer was in-situ generated on supported Cu catalysts to form a stable macromolecule modified supported Cu catalyst, i.e., CuAlOx-M. By applying the CuAlOx-M, a wide variety of nitroarene substrates react smoothly to afford the desired products in up to > 99% yield with > 99% selectivity. The method tolerates a variety of functional groups, including halides, ketone, amide, and C = C bond moieties. The excellent catalytic performance of the CuAlOx-M can be attributed to that the 1,10-phen modification benefits the preferential adsorption of nitrobenzene and slightly weakens adsorption of aniline on the supported nano-Cu surface.

Cobalt-Catalyzed Direct Carbonylative Synthesis of Free (NH)-Benzo[ cd]indol-2(1 H)-ones from Naphthylamides

A cobalt-catalyzed C-H carbonylation of naphthylamides for the synthesis of benzo[cd]indol-2(1H)-one scaffolds has been developed. The reaction employs a traceless directing group and uses benzene-1,3,5-triyl triormate as the CO source, affording various free (NH)-benzo[cd]indol-2(1H)-ones in moderate to high yields (up to 88%). Using this protocol, the total synthesis of BET bromodomain inhibitors A and B was accomplished as well.

Methylterrylene isomers

2-Methyl and 3-methylterrylenes have been obtained by Suzuki coupling of 3-bromoperylene and corresponding methylnaphthylboronic acids or esters, giving methylnaphthylperylene isomers, followed by Scholl cyclodehydrogenation; the latter reaction gave also the other cyclodehydrogenation isomers 10- (respectively, 9-) methylbenzo[4,5]indeno[1,2,3-cd]perylene.