Ethyl N-phenylformimidate

Base Information

• Chemical Name: Ethyl N-phenylformimidate
• CAS No.: 6780-49-0
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 29221985
• European Community (EC) Number: 229-841-3
• UNII: RB7GBA83WH
• DSSTox Substance ID: DTXSID9064473
• Nikkaji Number: J264.133J
• Mol file: 6780-49-0.mol

Synonyms:Ethyl N-phenylformimidate;6780-49-0;Ethyl isoformanilide;Methanimidic acid, N-phenyl-, ethyl ester;ethyl N-phenylmethanimidate;Ethylisoformanilide;N-(ethoxymethylene)aniline;RB7GBA83WH;Ethyl (E)-N-phenylformimidate;EINECS 229-841-3;N-Ethoxymethyleneaniline;1086256-18-9;ethyl iso-formanilide;UNII-RB7GBA83WH;ethyl N-phenylimidoformate;ethyl N-phenyl-formimidate;Ethyl phenylimidoformate #;1-ethoxy-N-phenylmethanimine;(E)-ethyl N-phenylformimidate;SCHEMBL4361000;SCHEMBL4361001;DTXSID9064473;SCHEMBL14925518;Ethyl N-phenylformimidate, 97%;N-Phenylformimidic Acid Ethyl Ester;MFCD00043655;AKOS015917282;AKOS024348812;CS-W001215;AS-58403;(E)-(ETHYL N-PHENYLCARBOXIMIDATE);E0495;FT-0625786;H11958;F9995-0330

Chemical Property of Ethyl N-phenylformimidate

Chemical Property:

• Appearance/Colour: clear colorless to slightly yellow liquid
• Vapor Pressure: 0.233mmHg at 25°C
• Refractive Index: 1.526-1.528
• Boiling Point: 214 °C at 760 mmHg
• PKA: 4.00±0.50(Predicted)
• Flash Point: 71 °C
• PSA: 21.59000
• Density: 0.93 g/cm³
• LogP: 2.38290
• Storage Temp.: Sealed in dry,Room Temperature
• Sensitive.: Air & Moisture Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 117

Purity/Quality:

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

Ethyl N-Phenylformimidate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC=NC1=CC=CC=C1

Technology Process of Ethyl N-phenylformimidate

There total 13 articles about Ethyl N-phenylformimidate 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: 97.0%

orthoformic acid triethyl ester (122-51-0) + aniline (62-53-3) → ethyl N-phenylformimidate (6780-49-0)

Guidance literature:

With styrene-styrene sulfonic acid copolymer microspheres PS-HSSPS; In water; at 120 ℃; for 6h; Temperature;

Reference yield: 65.0%

1-(ethoxymethyl)benzene (539-30-0) → benzimidic acid ethyl ester (825-60-5) + ethyl N-phenylformimidate (6780-49-0) + α-azidobenzyl ethyl ether (336616-13-8)

Guidance literature:

With N-iodo-succinimide; sodium azide; In acetonitrile; Heating;

DOI:10.1002/1521-3773(20010202)40:3<623::AID-ANIE623>3.0.CO;2-G

Reference yield:

aniline (62-53-3) + formic acid ethyl ester (109-94-4) → ethyl N-phenylformimidate (6780-49-0)

Guidance literature:

With calcium chloride; In toluene; for 7h;

DOI:10.1007/s12039-015-1007-7

upstream raw materials:

diethyl ether

formanilide; silver (I)-compound

ethyl iodide

N,N'-diphenylformamidine

Downstream raw materials:

3-ethyl-4-anilinomethylene-2-thioxo-thiazolidin-5-one

Refernces

• 1、 Prishchenko, Andrey A.,Alekseyev, Roman S.,Livantsov, Mikhail V.,Novikova, Olga P.,Livantsova, Ludmila I.,Petrosyan, Valery S.. "Synthesis of new functionalized aryl and pyridyl aminomethylenebisphosphonic acids and their derivatives via silicon-assisted methodology". . . Retrieved 2020/02/15.
• 2、 Teng, Qiaoqiao,Wu, Wenqin,Duong, Hung A.,Huynh, Han Vinh. "Ring-expanded N-heterocyclic carbenes as ligands in iron-catalysed cross-coupling reactions of arylmagnesium reagents and aryl chlorides". supporting information. p. 6044 - 6047. Retrieved 2018/06/18.