4-Benzyloxy-2-(1H)-pyridone

Base Information

• Chemical Name: 4-Benzyloxy-2-(1H)-pyridone
• CAS No.: 53937-02-3
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 29337900
• European Community (EC) Number: 628-287-3
• DSSTox Substance ID: DTXSID30394121
• Nikkaji Number: J281.983J
• Wikidata: Q72442571
• ChEMBL ID: CHEMBL1475400
• Mol file: 53937-02-3.mol

Synonyms:53937-02-3;4-Benzyloxy-2-(1H)-pyridone;4-Benzyloxy-2(1H)-pyridone;4-Benzyloxypyridin-2-one;4-BENZYLOXY-2-HYDROXYPYRIDINE;4-(Benzyloxy)pyridin-2(1H)-one;4-(Benzyloxy)pyridin-2-ol;2(1H)-Pyridinone, 4-(phenylmethoxy)-;4-phenylmethoxy-1H-pyridin-2-one;4-BENZYLOXY-2(1 H)-PYRIDONE;4-(benzyloxy)-1,2-dihydropyridin-2-one;MFCD04039771;MLS001360006;SMR001224327;4-Benzyloxy-1H-pyridin-2-one;4-benzyloxypyridone;4-benzyloxypyridinone;4-benzoxy-2-pyridone;4-benzyloxy pyridinone;4-benzyloxy-2-pyridone;4-benzyloxy-1H-pyridone;4-benzyloxy-pyridin-2-ol;4-benzyloxy-2(1H)pyridone;4-benzyloxy-1H-pyrid-2-one;SCHEMBL136664;4-benzyloxy-2(1H)-pyridinone;4-benzyloxypyridin-2(1H)-one;CHEMBL1475400;4-benzyloxy-pyridin-2(1H)-one;BDBM66219;cid_3607724;DTXSID30394121;DOVNUEPFPBWTSV-UHFFFAOYSA-N;HMS3075C09;4-(benzyl-oxy)pyridin-2(1H)-one;BCP27584;CS-B0802;GEO-00317;MFCD11656438;4-Benzyloxy-2(1H)-pyridone, 99%;AKOS005254278;AKOS005257577;AC-8943;FS-2674;PS-8198;4-[(phenylmethyl)oxy]-2(1H)-pyridinone;AM804017;SY013119;A7835;FT-0648265;MLS001360006-02;SR-01000856298;SR-03000003167;Q-101249;SR-01000856298-2;SR-03000003167-1;4-(ben4-Benzyloxy-2-(1H)-pyridonezyloxy)pyridin-2(1H)-one;4-Benzyloxy-2-hydroxypyridine

Chemical Property of 4-Benzyloxy-2-(1H)-pyridone

Chemical Property:

• Vapor Pressure: 8.48E-09mmHg at 25°C
• Melting Point: 201-203 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 464.3 °C at 760 mmHg
• PKA: 11.09±0.10(Predicted)
• Flash Point: 234.6 °C
• PSA: 42.09000
• Density: 1.2 g/cm³
• LogP: 1.95390
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 288

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Benzyloxy-2-(1H)-pyridone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC(=O)NC=C2
• Uses: 4-Benzyloxy-2(1H)-pyridone may be used for the synthesis of novel 2-pyridone derivatives. It may be used for the alkylation of the pyridine nitrogen under mild and anhydrous conditions, via reaction with n-Bu4I and KOBu-t.

Technology Process of 4-Benzyloxy-2-(1H)-pyridone

There total 4 articles about 4-Benzyloxy-2-(1H)-pyridone 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: 49.0%

4-benzyloxypyridine-N-oxide (2683-66-1) → 4-(benzyloxy)pyridin-2(1H)-one (53937-02-3)

Guidance literature:

With acetic anhydride; for 1.5h; Heating / reflux;

Reference yield: 20.2%

5-benzyloxy-2-azabicyclo<2.2.0>hex-5-en-3-one (77149-75-8) → 4-(benzyloxy)pyridin-2(1H)-one (53937-02-3) + 6-Benzyloxy-1H-pyridin-2-one

Guidance literature:

In acetonitrile; for 30h; Product distribution; Mechanism; Heating; var. of solvents, temp., time; with AgBF₄;

DOI:10.1039/c39800001177

Reference yield: 18.5%

4-hydroxy-2-pyridone (626-03-9) + benzyl bromide (100-39-0) → 4-(benzyloxy)pyridin-2(1H)-one (53937-02-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 1h;

upstream raw materials:

5-benzyloxy-2-azabicyclo<2.2.0>hex-5-en-3-one

4-benzyloxypyridine-N-oxide

4-hydroxy-2-pyridone

benzyl bromide

Downstream raw materials:

N‐methyl‐4‐benzyloxy‐2‐pyridone

C₁₆H₁₅N₃O₂S

4-Benzylamino-2-oxo-1,2-dihydropyridine

4-(4-Benzyloxy-2-oxo-2H-pyridin-1-yl)-2,2-dimethyl-2H-chromene-6-carbonitrile

Refernces

• 1、 Lu, Kai,Jiang, Yu,Chen, Bin,Eldemenky, Eman M.,Ma, Gil,Packiarajan, Mathivanan,Chandrasena, Gamini,White, Andrew D.,Jones, Kenneth A.,Li, Boshan,Hong, Sang-Phyo. "Strategies to lower the Pgp efflux liability in a series of potent indole azetidine MCHR1 antagonists". supporting information; experimental part. p. 5310 - 5314. Retrieved 2011/10/03.
• 2、 -. "PYRIDONE DERIVATIVE". Page/Page column 62-63. . Retrieved 2010/11/25.