Benz(cd)indol-2(1H)-one, 1-methyl-

Base Information

• Chemical Name: Benz(cd)indol-2(1H)-one, 1-methyl-
• CAS No.: 1710-20-9
• Molecular Formula: C12H9 N O
• Molecular Weight: 183.21
• DSSTox Substance ID: DTXSID10168983
• Nikkaji Number: J3.657.353H
• Wikidata: Q83038605
• Mol file: 1710-20-9.mol

Synonyms:1-Methylbenzo[cd]indol-2(1H)-one;Benz(cd)indol-2(1H)-one, 1-methyl-;1710-20-9;BRN 0140914;1-Methylbenz(c,d)indol-2(1H)-one;Benz[cd]indol-2(1H)-one, 1-methyl-;1-methylbenzo[cd]indol-2-one;5-21-08-00558 (Beilstein Handbook Reference);N-methylnaphthostyril;SCHEMBL1101925;DTXSID10168983;1-Methyl-1H-benz[cd]indol-2-one;1-Methylbenz(cd)indol-2(1H)-one;1-Methylbenz[cd]indole-2(1H)-one;1-methyl-benz[cd]indole-2(1H)-one;AKOS001034959;1-Methylbenzo[cd]indol-2(1H)-one #;NCGC00093510-01;LS-33481;EU-0044776;J3.657.353H;8-Methylaminonaphthalene-1-carboxylic acid lactam;AQ-390/40003493;SR-01000492093;SR-01000492093-1;Z56783840

Chemical Property of Benz(cd)indol-2(1H)-one, 1-methyl-

Chemical Property:

• Vapor Pressure: 1.3E-05mmHg at 25°C
• Boiling Point: 368.1°Cat760mmHg
• Flash Point: 180.5°C
• PSA: 22.00000
• Density: 1.286g/cm³
• LogP: 2.12950
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 183.068413911
• Heavy Atom Count: 14
• Complexity: 263

Purity/Quality:

1-METHYL-1H-BENZO[CD]INDOL-2-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC3=C2C(=CC=C3)C1=O

Technology Process of Benz(cd)indol-2(1H)-one, 1-methyl-

There total 4 articles about Benz(cd)indol-2(1H)-one, 1-methyl- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

carbon monoxide (201230-82-2) + N-ethyl-N-methylnaphthalen-1-amine (83777-94-0) → 1-methylbenz[cd]indole-2(1H)-one (1710-20-9) + 1-ethylbenzo[cd]indole-2(1H)-one (1830-56-4)

Guidance literature:

With oxygen; copper(II) acetate monohydrate; acetic acid; palladium dichloride; In N,N-dimethyl acetamide; toluene; at 110 ℃; for 24h; Overall yield = 56 %; Schlenk technique;

DOI:10.1039/c6cc06358f

Reference yield:

1-amino-naphthalene (134-32-7) → 1-methylbenz[cd]indole-2(1H)-one (1710-20-9) + 1-ethylbenzo[cd]indole-2(1H)-one (1830-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 28 h / 65 - 120 °C / Schlenk technique

2: palladium dichloride; copper(II) acetate monohydrate; acetic acid; oxygen / N,N-dimethyl acetamide; toluene / 24 h / 110 °C / Schlenk technique

With oxygen; copper(II) acetate monohydrate; potassium carbonate; acetic acid; palladium dichloride; In N,N-dimethyl acetamide; N,N-dimethyl-formamide; toluene;

DOI:10.1039/c6cc06358f

Reference yield:

carbon monoxide (201230-82-2) + N-butyl-N-methylnaphthalen-1-amine → 1-methylbenz[cd]indole-2(1H)-one (1710-20-9) + 1-butylbenzo[c,d]indol-2(1H)-one (39273-39-7)

Guidance literature:

With oxygen; copper(II) acetate monohydrate; acetic acid; palladium dichloride; In N,N-dimethyl acetamide; toluene; at 110 ℃; for 24h; Overall yield = 51 %; Schlenk technique;

DOI:10.1039/c6cc06358f

upstream raw materials:

carbon monoxide

N-ethyl-N-methylnaphthalen-1-amine

1-amino-naphthalene

Downstream raw materials:

N-butyl-1-methyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide

N-cyclohexyl-1-methyl-2-oxo-1,2-dihydrobenzo[cd]indole-6-sulfonamide

1-methyl-2-oxo-N-phenyl-1,2-dihydrobenzo[cd]indole-6-sulfonamide

C₂₄H₁₈N₂O

Refernces