1-benzyl-3,5-dichloropyrazin-2(1H)-one

Base Information

• Chemical Name: 1-benzyl-3,5-dichloropyrazin-2(1H)-one
• CAS No.: 87486-35-9
• Molecular Formula: C11H8Cl2N2O
• Molecular Weight: 255.103
• ChEMBL ID: CHEMBL549488
• DSSTox Substance ID: DTXSID60461678
• Nikkaji Number: J1.215.797E
• Wikidata: Q82286064
• Mol file: 87486-35-9.mol

Synonyms:1-benzyl-3,5-dichloropyrazin-2(1H)-one;87486-35-9;1-BENZYL-3,5-DICHLOROPYRAZIN-2-ONE;1-benzyl-3,5-dichloro-1,2-dihydropyrazin-2-one;2(1H)-Pyrazinone, 3,5-dichloro-1-(phenylmethyl)-;1-benzyl-3,5-dichloro-1H-pyrazin-2-one;SCHEMBL644097;CHEMBL549488;DTXSID60461678;HOQQWVHNEUMOAJ-UHFFFAOYSA-N;AKOS005166910;1-benzyl-3,5-dichloro-2(1H)-pyrazinone;3,5-dichloro-1-benzylpyrazin-2(1h)-one;CS-0363820;FT-0732861;A905720

Chemical Property of 1-benzyl-3,5-dichloropyrazin-2(1H)-one

Chemical Property:

• Melting Point: 80 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 361.6±52.0 °C(Predicted)
• PKA: -6.65±0.70(Predicted)
• PSA: 34.89000
• Density: 1.38±0.1 g/cm3(Predicted)
• LogP: 2.59840
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 254.0013683
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl-3,5-dichloropyrazin-2(1H)-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(N=C(C2=O)Cl)Cl

Technology Process of 1-benzyl-3,5-dichloropyrazin-2(1H)-one

There total 4 articles about 1-benzyl-3,5-dichloropyrazin-2(1H)-one 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: 87.0%

oxalyl dichloride (79-37-8) + 2-(benzylamino)acetonitrile hydrochloride (63086-36-2) → 1-benzyl-3,5-dichloro-1H-pyrazin-2-one (87486-35-9)

Guidance literature:

oxalyl dichloride; 2-(benzylamino)acetonitrile hydrochloride; at 0 - 55 ℃; for 18h;

With potassium dihydrogenphosphate; In dichloromethane; water; for 0.5h;

DOI:10.1016/j.tet.2012.12.010

Reference yield: 60.0%

oxalyl dichloride (79-37-8) + benzylaminoacetonitrile (3010-05-7) → 1-benzyl-3,5-dichloro-1H-pyrazin-2-one (87486-35-9)

Guidance literature:

In 1,2-dichloro-benzene; at 90 ℃; Cooling;

Reference yield:

benzylamine (100-46-9) → 1-benzyl-3,5-dichloro-1H-pyrazin-2-one (87486-35-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylammonium chloride / chlorobenzene

With triethylamine hydrochloride; In chlorobenzene; 1: Strecker synthesis;

DOI:10.1016/j.tet.2004.09.054

upstream raw materials:

oxalyl dichloride

2-(benzylamino)acetonitrile hydrochloride

benzylaminoacetonitrile

benzylamine

Downstream raw materials:

1-benzyl-3-(3-butynylamino)-2(1H)-pyrazinone

1-benzyl-5-chloro-3-(3-butynyloxy)-2(1H)-pyrazinone

5-chloro-3-(1H-indol-3-yl)-1-benzyl-2(1H)-pyrazinone

1-benzyl-3-but-3-enyloxy-5-chloro-1H-pyrazin-2-one

Refernces

• 1、 Harker, Wesley R.R.,Delaney, Patrick M.,Simms, Michael,Tozer, Matthew J.,Harrity, Joseph P.A.. "Scalable synthesis of functionalised 2-pyridones via [4+2] cycloaddition reactions of 2-pyrazinones and alkynylboronates". . p. 1546 - 1552. Retrieved 2013/02/25.
• 2、 -. "SUBSTITUTED OXAZOLIDINONES AND THEIR USE". Page/Page column 46. . Retrieved 2010/12/29.