4-formyl-N-methylbenzamide

Base Information

• Chemical Name: 4-formyl-N-methylbenzamide
• CAS No.: 167837-57-2
• Molecular Formula: C9H9 N O2
• Molecular Weight: 163.176
• Hs Code.: 2924299090
• European Community (EC) Number: 818-366-2
• DSSTox Substance ID: DTXSID10440650
• Nikkaji Number: J1.928.622C
• Mol file: 167837-57-2.mol

Synonyms:4-formyl-N-methylbenzamide;167837-57-2;4-formyl-N-methyl-benzamide;Benzamide, 4-formyl-N-methyl-;MFCD09759030;N-Methyl-4-formylbenzamide;SCHEMBL944150;DTXSID10440650;PUQLPZUXDZETND-UHFFFAOYSA-N;AKOS006230639;SY128194;CS-0205621;EN300-30424;D79835;A934914;Z235353065

Chemical Property of 4-formyl-N-methylbenzamide

Chemical Property:

• Melting Point: 160-161 °C
• Boiling Point: 358.9±25.0 °C(Predicted)
• PKA: 14.35±0.46(Predicted)
• PSA: 46.17000
• Density: 1.153±0.06 g/cm3(Predicted)
• LogP: 1.24960
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98%min ^*data from raw suppliers

4-Formyl-N-methylbenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC(=O)C1=CC=C(C=C1)C=O
• Uses: 4-Formyl-N-methylbenzamide is used as a reagent in the synthesis of 3,4-ring fused 7-azaindoles and deazapurines as potent JAK2 inhibitors.

Technology Process of 4-formyl-N-methylbenzamide

There total 8 articles about 4-formyl-N-methylbenzamide 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: 61.0%

4-Carboxybenzaldehyde (619-66-9) + methylamine (74-89-5) → 4-(methylaminocarbonyl)-benzaldehyde (167837-57-2)

Guidance literature:

4-Carboxybenzaldehyde; With 1,1'-carbonyldiimidazole; In acetonitrile; at 25 ℃; for 0.5h;

methylamine; In methanol; for 3.5h;

DOI:10.1016/j.ejmech.2020.112948

Reference yield: 50.0%

methylamine hydrochloride (593-51-1) + 4-Carboxybenzaldehyde (619-66-9) → 4-(methylaminocarbonyl)-benzaldehyde (167837-57-2)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm401101p

Reference yield: 20.0%

Methyl fluorosulfonate (421-20-5) + 4-cyanobenzaldehyde (105-07-7) → 4-(methylaminocarbonyl)-benzaldehyde (167837-57-2)

Guidance literature:

at 20 ℃; for 70h;

upstream raw materials:

4-formylbenzoyl chloride

methylamine

Methyl fluorosulfonate

4-cyanobenzaldehyde

Downstream raw materials:

4-(methylcarbamoyl)cinnamic acid

2-methyl-1-oxo-3,4-dipheny-1,2-dihydrolisoquinoline-6-carbaldehyde

4-[(1-benzyl-1H-tetrazol-5-yl)(4-cyclobutyl-1,4-diazepan-1-yl)methyl]-N-methylbenzamide

p-ethoxycarbonylbenzaldehyde

Refernces

• 1、 -. "NMDA RECEPTOR MODULATORS AND USES RELATED THERETO". Page/Page column 28; 58. . Retrieved 2014/03/21.
• 2、 Skerlj, Renato,Bridger, Gary,Zhou, Yuanxi,Bourque, Elyse,McEachern, Ernest,Metz, Markus,Harwig, Curtis,Li, Tong-Shuang,Yang, Wen,Bogucki, David,Zhu, Yongbao,Langille, Jonathan,Veale, Duane,Ba, Tuya,Bey, Michael,Baird, Ian,Kaller, Alan,Krumpak, Maria,Leitch, David,Satori, Michael,Vocadlo, Krystyna,Guay, Danielle,Nan, Susan,Yee, Helen,Crawford, Jason,Chen, Gang,Wilson, Trevor,Carpenter, Bryon,Gauthier, David,MacFarland, Ron,Mosi, Renee,Bodart, Veronique,Wong, Rebecca,Fricker, Simon,Schols, Dominique. "Design of substituted imidazolidinylpiperidinylbenzoic acids as chemokine receptor 5 antagonists: Potent inhibitors of R5 HIV-1 replication". supporting information. p. 8049 - 8065. Retrieved 2013/11/06.