Ethyl 3-methylbenzimidate

Base Information

• Chemical Name: Ethyl 3-methylbenzimidate
• CAS No.: 827-63-4
• Molecular Formula: C10H13 N O
• Molecular Weight: 163.219
• Hs Code.: 2925290090
• DSSTox Substance ID: DTXSID60523088
• Nikkaji Number: J1.575.607A
• Wikidata: Q82388897
• Mol file: 827-63-4.mol

Synonyms:827-63-4;Ethyl 3-methylbenzimidate;SCHEMBL10040531;DTXSID60523088;Ethyl 3-methylbenzene-1-carboximidate;AKOS010211563;3-METHYL-BENZIMIDICACIDETHYLESTER

Chemical Property of Ethyl 3-methylbenzimidate

Chemical Property:

• PSA: 33.08000
• LogP: 2.45660
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

99%min ^*data from raw suppliers

3-Methyl-benzimidicacidethylester 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=N)C1=CC=CC(=C1)C

Technology Process of Ethyl 3-methylbenzimidate

There total 2 articles about Ethyl 3-methylbenzimidate 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:

ethanol (64-17-5) + 3-Methylbenzonitrile (620-22-4) → ethyl 3-methylbenzimidate (827-63-4)

Guidance literature:

With acetyl chloride; at 20 ℃; for 4h; Cooling with ice;

DOI:10.1021/acs.orglett.6b00727

Reference yield:

→ ethyl 3-methylbenzimidate (827-63-4)

Guidance literature:

Reference yield: 92.0%

ethyl 3-methylbenzimidate (827-63-4) + 2,6-di-tert-butyl-4-(2-hydroxybenzylidene)-2,5-cyclohexadiene-1-one → 2,6-di-tert-butyl-4-(2-(m-tolyl)-4H-benzo[e][1,3]oxazin-4-yl)phenol

Guidance literature:

With iron(III) chloride; In dichloromethane; at 40 ℃; for 0.25h; Inert atmosphere;

DOI:10.1002/adsc.201900842

upstream raw materials:

ethanol

3-Methylbenzonitrile

Downstream raw materials:

N-Phenyl-ethyl-m-methylbenzhydrazonat

9,10-Diethoxy-4-m-tolyl-1,6,7,11b-tetrahydro-pyrimido[6,1-a]isoquinolin-2-one

2-[6,7-Dimethoxy-2-(3-methyl-benzoyl)-1,2,3,4-tetrahydro-isoquinolin-1-yl]-acetamide

5-(3-methylphenyl)-3-(2-pyrazinyl)-1H-1,2,4-triazole

Refernces

• 1、 Liu, Mingliang,Gong, Wanchun,You, Erli,Zhang, Haizhen,Shi, Lei,Cao, Weiguo,Shi, Jingjing. "Synthesis of Isoquinolines through IrIII-Catalyzed C–H Activation/Annulation from Benzimidates with Hydroxylisopropylalkynes". supporting information. p. 4991 - 4995. Retrieved 2018/10/05.
• 2、 Lv, Ningning,Chen, Zhengkai,Liu, Yue,Liu, Zhanxiang,Zhang, Yuhong. "Synthesis of Functionalized Indenones via Rh-Catalyzed C-H Activation Cascade Reaction". supporting information. p. 2588 - 2591. Retrieved 2017/05/24.