Neocinchophen

Base Information

• Chemical Name: Neocinchophen
• CAS No.: 485-34-7
• Molecular Formula: C19H17NO2
• Molecular Weight: 291.349
• European Community (EC) Number: 207-615-5
• NSC Number: 34910
• UNII: 539M941Y9O
• DSSTox Substance ID: DTXSID2046250
• Nikkaji Number: J5.998F
• Wikidata: Q27261086
• NCI Thesaurus Code: C75068
• ChEMBL ID: CHEMBL1370602
• Mol file: 485-34-7.mol

Synonyms:Neocinchophen;Tolysin;Neoatophan;Neocincophen;Neomagnephen;Neoquinophan;Novatophan;Neophan;Neu-nylofanol;Novo-rheumatophin;Neocincophene;6-Methylcinchophen, ethyl ester;485-34-7;Ethyl 2-phenyl-6-methylcinchoninate;Ethyl 6-methyl-2-phenylcinchoninate;Neocinchophene;Neocinchophenum;Neocincofeno;Ethyl 6-methyl-2-phenyl-4-quinolinecarboxylate;Neocincofeno [INN-Spanish];Neocinchophene [INN-French];Neocinchophenum [INN-Latin];6-Methyl-2-phenylquinoline-4-carboxylic acid, ethyl ester;MLS000738096;EINECS 207-615-5;4-Quinolinecarboxylic acid, 6-methyl-2-phenyl-, ethyl ester;NSC 34910;NSC-34910;Neocinchophen [INN:BAN];Cinchoninic acid, 6-methyl-2-phenyl-, ethyl ester;BRN 0251071;Neocinchophen [INN:BAN:NF];DTXSID2046250;UNII-539M941Y9O;539M941Y9O;NCGC00160597-01;SMR000393860;4-22-00-01395 (Beilstein Handbook Reference);ethyl 6-methyl-2-phenylquinoline-4-carboxylate;Neocinchophen [BAN:INN];NEOCINCHOPHEN [INN];SCHEMBL20681;cid_68089;Cinchoninic acid, ethyl ester;MLS006011573;CHEMBL1370602;DTXCID0026250;BDBM78884;HMS2763E10;NSC34910;Tox21_111925;AKOS024336960;4-Quinolinecarboxylic acid, ethyl ester;CAS-485-34-7;LS-141683;6-methyl-2-phenyl-cinchoninic acid ethyl ester;ethyl 6-methyl-2-phenyl-quinoline-4-carboxylate;ETHYL 6-METHYL-2-PHENYLQUINOLINECARBOXYLATE;Q27261086;Z54133129;6-methyl-2-phenyl-4-quinolinecarboxylic acid ethyl ester

Chemical Property of Neocinchophen

Chemical Property:

• Vapor Pressure: 1.72E-08mmHg at 25°C
• Boiling Point: 455.7°C at 760 mmHg
• Flash Point: 229.4°C
• Density: 1.152g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 291.125928785
• Heavy Atom Count: 22
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NC2=C1C=C(C=C2)C)C3=CC=CC=C3

Technology Process of Neocinchophen

There total 16 articles about Neocinchophen 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: 79.0%

ethyl 2-hydroxypropionate (97-64-3,2676-33-7) + benzaldehyde (100-52-7) + p-toluidine (106-49-0,12221-03-3) → 6-methyl-2-phenylquinoline-4-carboxylic acid ethyl ester (485-34-7)

Guidance literature:

With iron(III) chloride; at 110 ℃; for 12h; Reagent/catalyst; Temperature; Catalytic behavior; Mechanism; Green chemistry;

DOI:10.1039/d0gc00738b

Reference yield: 76.0%

ethyl malonamate (7597-56-0) + p-toluidine (106-49-0,12221-03-3) + acetophenone (98-86-2) → 6-methyl-2-phenylquinoline-4-carboxylic acid ethyl ester (485-34-7)

Guidance literature:

acetophenone; With iodine; In dimethyl sulfoxide; at 100 ℃; for 1h; Sealed tube;

ethyl malonamate; p-toluidine; With trifluorormethanesulfonic acid; In dimethyl sulfoxide; at 100 ℃; for 4h; Reagent/catalyst; Temperature; Sealed tube;

DOI:10.1021/acs.orglett.1c02267

Reference yield: 74.0%

ethyl malonamate (7597-56-0) + iodoacetophenone (4636-16-2) + p-toluidine (106-49-0,12221-03-3) → 6-methyl-2-phenylquinoline-4-carboxylic acid ethyl ester (485-34-7)

Guidance literature:

iodoacetophenone; With iodine; In dimethyl sulfoxide; at 100 ℃; for 1h; Sealed tube;

ethyl malonamate; p-toluidine; With trifluorormethanesulfonic acid; In dimethyl sulfoxide; at 100 ℃; for 4h; Sealed tube;

DOI:10.1021/acs.orglett.1c02267

upstream raw materials:

hydrogenchloride

6-methyl-2-phenylquinoline-4-carboxylic acid

sulfuric acid

ethyl bromide

Downstream raw materials:

6-bromomethyl-2-phenylquinoline-4-carboxylic acid ethyl ester

6-methyl-2-phenylquinoline-4-carboxylic acid

(6-methyl-2-phenyl-[4]quinolyl)-carbamic acid ethyl ester

6-methyl-2-phenyl-quinoline-4-carboxylic acid-(1-phenyl-ethylidenehydrazide)