N-(5-Methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide

Base Information

• Chemical Name: N-(5-Methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide
• CAS No.: 126354-30-1
• Molecular Formula: C12H11 N3 O2
• Molecular Weight: 229.238
• DSSTox Substance ID: DTXSID70449705
• Wikidata: Q82269223
• Mol file: 126354-30-1.mol

Synonyms:126354-30-1;N-(5-Methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide;Benzamide,N-(2,3-dihydro-5-methyl-2-oxo-4-pyrimidinyl)-;N-(5-methyl-2-oxo-1H-pyrimidin-6-yl)benzamide;Benzamide, N-(2,3-dihydro-5-methyl-2-oxo-4-pyrimidinyl)-;SCHEMBL5344725;DTXSID70449705;Benzamide, N-(1,2-dihydro-5-methyl-2-oxo-4-pyrimidinyl)-;AMY35385;MFCD27942761;AKOS027325291;SB15829;AS-52017;CS-0048847;P14150

Chemical Property of N-(5-Methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide

Chemical Property:

• PKA: 7.81±0.10(Predicted)
• PSA: 74.85000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 1.40360
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 229.085126602
• Heavy Atom Count: 17
• Complexity: 393

Purity/Quality:

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

N-(5-methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC(=O)N=C1)NC(=O)C2=CC=CC=C2

Technology Process of N-(5-Methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide

There total 5 articles about N-(5-Methyl-2-oxo-2,3-dihydropyrimidin-4-yl)benzamide 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: 78.0%

5-methylcytosin (554-01-8) + benzoic acid anhydride (93-97-0) → N-(5-methyl-2-oxo-1H-pyrimidin-4-yl)benzamide (126354-30-1)

Guidance literature:

With dmap; In acetonitrile; for 7h; Heating;

Reference yield: 46.0%

5-methylcytosin (554-01-8) + benzoyl chloride (98-88-4) → N-(5-methyl-2-oxo-1H-pyrimidin-4-yl)benzamide (126354-30-1)

Guidance literature:

With pyridine; at 115 ℃; for 24h; Inert atmosphere;

DOI:10.1002/chem.201704591

Reference yield:

5-methyl-4-(1,2,4-triazol-1-yl)-pyrimidin-2-(1H)-one (144782-14-9) → N-(5-methyl-2-oxo-1H-pyrimidin-4-yl)benzamide (126354-30-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NH₃; water / 3 h / Heating

2: 76 percent / DMAP / acetonitrile / 7 h / Heating

With dmap; ammonia; water; In acetonitrile;

DOI:10.1002/ejoc.200600182

upstream raw materials:

5-methylcytosin

benzoic acid anhydride

5-methyl-4-(1,2,4-triazol-1-yl)-pyrimidin-2-(1H)-one

thymin

Downstream raw materials:

N-(5-methyl-2-oxo-1-trimethylsilanyl-1,2-dihydro-pyrimidin-4-yl)-benzamide

N-(1-{(1R,3R,4R,7S)-1-{[bis(4-methoxyphenyl)(phenyl)methoxy]methyl}-7-hydroxy-2-oxa-5-azabicyclo[2.2.1]hepta-3-yl}-5-methyl-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide

Refernces

• 1、 Abou Assi, Hala,Lin, Yu Chen,Serrano, Israel,González, Carlos,Damha, Masad J.. "Probing Synergistic Effects of DNA Methylation and 2′-β-Fluorination on i-Motif Stability". supporting information. p. 471 - 477. Retrieved 2017/12/15.
• 2、 Holy, Antonin,Rosenberg, Ivan,Dvorakova, Hana. "SYNTHESIS OF N-(2-PHOSPHONYLMETHOXYETHYL) DERIVATIVES OF HETEROCYCLIC BASES". . p. 2190 - 2210. Retrieved 2007/10/02.