benzamide, N-2-pyrimidinyl-

Base Information

• Chemical Name: benzamide, N-2-pyrimidinyl-
• CAS No.: 13053-89-9
• Molecular Formula: C11H9N3O
• Molecular Weight: 199.212
• DSSTox Substance ID: DTXSID70348567
• Nikkaji Number: J2.935.498G
• Wikidata: Q82123509
• Mol file: 13053-89-9.mol

Synonyms:benzamide, N-2-pyrimidinyl-;N-(PYRIMIDIN-2-YL)BENZAMIDE;13053-89-9;N-pyrimidin-2-ylbenzamide;2-benzamido-pyrimidine;N-2-Pyrimidinylbenzamide;N-(2-Pyrimidinyl)benzamide;SCHEMBL997872;DTXSID70348567;AKOS003857832

Chemical Property of benzamide, N-2-pyrimidinyl-

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.074561919
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=NC=CC=N2

Technology Process of benzamide, N-2-pyrimidinyl-

There total 12 articles about benzamide, N-2-pyrimidinyl- 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: 94.0%

2-chloropyrimidine (1722-12-9,1195939-87-7) + benzamide (55-21-0,27208-38-4) → N-(pyrimidin-2'-yl)benzamide (13053-89-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2010.12.088

Reference yield: 90.0%

2-aminopyrimidine (109-12-6) + benzoyl chloride (98-88-4) → N-(pyrimidin-2'-yl)benzamide (13053-89-9)

Guidance literature:

In pyridine; for 2h; Ambient temperature;

DOI:10.1246/bcsj.61.3791

Reference yield: 79.0%

N?cyclohexyl?2?phenylimidazo[1,2?a]pyrimidin?3?amine → N-(pyrimidin-2'-yl)benzamide (13053-89-9)

Guidance literature:

With copper diacetate; sodium t-butanolate; In para-xylene; at 100 ℃; for 10h;

upstream raw materials:

2-aminopyrimidine

benzoic acid phenyl ester

1-Methylnaphthalene

benzoyl chloride

Downstream raw materials:

benzophenone

(3,4-methylenedioxyphenyl) phenyl methanone

3-benzoylfuran

(6-methoxynaphthalen-2-yl)(phenyl)methanone

Refernces

• 1、 Chen, Cheng,Cheng, Hua,Du, Min-Chen,Qian, Liang,Qin, Xin,Sang, Wei,Yao, Wei-Zhong,Yuan, Ye,Zhang, Rui. "A practical and sustainable protocol for direct amidation of unactivated esters under transition-metal-free and solvent-free conditions". supporting information. p. 3972 - 3982. Retrieved 2021/06/17.
• 2、 Zhang, Li-Yu,Zhang, Chen,Wang, Tao,Shi, Yu-Long,Ban, Meng-Tao,Cui, Dong-Mei. "Copper-Catalyzed Tandem Reactions of 2-Amine-[1,3,5]triazines with Nitriles". . p. 536 - 543. Retrieved 2019/01/24.