N-(4-methoxybenzyl)formamide

Base Information

• Chemical Name: N-(4-methoxybenzyl)formamide
• CAS No.: 17061-63-1
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• DSSTox Substance ID: DTXSID701289482
• Nikkaji Number: J2.890.149F
• Mol file: 17061-63-1.mol

Synonyms:N-(4-methoxybenzyl)formamide;17061-63-1;N-[(4-methoxyphenyl)methyl]formamide;Formamide, N-[(4-methoxyphenyl)methyl]-;MFCD14583080;N-(4-methoxybenzyl)-formamide;SCHEMBL1987106;Formamide, N-(p-methoxybenzyl)-;DATDKKQVOOSHGC-UHFFFAOYSA-N;DTXSID701289482;AB9534;AKOS014316190;DS-10251;SY259061;CS-0150353

Chemical Property of N-(4-methoxybenzyl)formamide

Chemical Property:

• Melting Point: 76 - 78 °C
• PSA: 38.33000
• LogP: 1.96800
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 131

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)CNC=O

Technology Process of N-(4-methoxybenzyl)formamide

There total 21 articles about N-(4-methoxybenzyl)formamide 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: 99.0%

4-methoxy-benzylamine (2393-23-9) + formic acid ethyl ester (109-94-4) → N-(4-methoxybenzyl)formamide (17061-63-1)

Guidance literature:

With Novozyme 435 CALB; In tetrahydrofuran; at 20 ℃; Kinetics; Green chemistry; Enzymatic reaction;

DOI:10.1039/c6cc07679c

Reference yield: 96.0%

methanol (67-56-1) + 4-methoxy-benzylamine (2393-23-9) → N-(4-methoxybenzyl)formamide (17061-63-1)

Guidance literature:

With C₄₆H₄₈N₂OP₂Ru; In toluene; at 110 ℃; for 24h; Inert atmosphere; Schlenk technique; Glovebox; Green chemistry;

DOI:10.1002/adsc.201400982

Reference yield: 94.0%

formamide (77287-34-4,77287-35-5,60100-09-6) + 4-methoxy-benzylamine (2393-23-9) → N-(4-methoxybenzyl)formamide (17061-63-1)

Guidance literature:

With zirconocene dichloride; In cyclohexane; at 30 ℃; for 5h; Inert atmosphere; Sealed tube;

DOI:10.1039/c2cc37427g DOI:10.1039/c2cc37427g

upstream raw materials:

formamide

4-Methoxybenzyl alcohol

4-methoxy-benzylamine

formic acid ethyl ester

Downstream raw materials:

(E)-N-[3-Methoxyimino-1,3-bis-(4-methoxyphenyl)-1-propyl]-formamide

3-Isocyano-1,3-bis-(4-methoxy-phenyl)-propan-1-one O-methyl-oxime

2-(4-methoxy-phenyl)-1-methyl-pyrrolidine

2-(4-methoxy-phenyl)-1-methyl-piperidine

Refernces

• 1、 Chakraborty, Subrata,Gellrich, Urs,Diskin-Posner, Yael,Leitus, Gregory,Avram, Liat,Milstein, David. "Manganese-Catalyzed N-Formylation of Amines by Methanol Liberating H2: A Catalytic and Mechanistic Study". . p. 4229 - 4233. Retrieved 2017.
• 2、 Suzuki, Kensuke,Nishimoto, Yoshihiro,Yasuda, Makoto. "(o-Phenylenediamino)borylstannanes: Efficient Reagents for Borylation of Various Alkyl Radical Precursors". supporting information. p. 3968 - 3973. Retrieved 2020/12/30.
• 3、 Wu, Zhikang,Zhai, Yongyan,Zhao, Wenshu,Wei, Zheyu,Yu, Han,Han, Sheng,Wei, Yongge. "An efficient way for the: N -formylation of amines by inorganic-ligand supported iron catalysis". supporting information. p. 737 - 741. Retrieved 2020/02/25.