(Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester

Base Information

• Chemical Name: (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester
• CAS No.: 144106-03-6
• Molecular Formula: C₁₁H₁₃NO₃
• Molecular Weight: 207.229
• Mol file: 144106-03-6.mol

Synonyms:(Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester

Chemical Property of (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester

There total 4 articles about (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester 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:

methyl 2-oxo-2-(o-tolyl)acetate (34966-54-6) + N-methoxylamine hydrochloride (593-56-6) → methyl-(E)-2-(2-tolyl)-2-methoxyiminoacetate (120974-97-2) + (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester (144106-03-6)

Guidance literature:

With pyridine; In methanol; for 12h; Heating;

Reference yield:

methyl 2-oxo-2-(o-tolyl)acetate (34966-54-6) → methyl-(E)-2-(2-tolyl)-2-methoxyiminoacetate (120974-97-2) + (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester (144106-03-6)

Guidance literature:

With N-methoxylamine hydrochloride; In methanol; at 65 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.bmcl.2017.05.024

Reference yield:

2-methylbenzoyl cyanide (5955-73-7) → methyl-(E)-2-(2-tolyl)-2-methoxyiminoacetate (120974-97-2) + (Z)-2-(2-tolyl)-2-methoxyiminoacetic acid methyl ester (144106-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; sodium bromide / 2 h / 20 °C / Inert atmosphere

1.2: 2 h / 65 °C / Inert atmosphere

2.1: N-methoxylamine hydrochloride / methanol / 12 h / 65 °C / Inert atmosphere

With sulfuric acid; N-methoxylamine hydrochloride; sodium bromide; In methanol;

DOI:10.1016/j.bmcl.2017.05.024

upstream raw materials:

methyl 2-oxo-2-(o-tolyl)acetate

N-methoxylamine hydrochloride

2-methylbenzoyl cyanide

ortho-toluoyl chloride

Downstream raw materials:

methyl-(E)-2-(2-tolyl)-2-methoxyiminoacetate

(E)-2-methoxyimino-2-(o-tolyl)acetic acid

enestroburin

methyl (E)-2-[2-(bromomethyl)phenyl]-2-(methoxyimino)acetate

Refernces

• 1、 -. "METHOXYIMINO COMPOUNDS AND FUNGICIDE COMPOSITION COMPRISING SAME". Page/Page column 15-16. . Retrieved 2009/07/17.