3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid

Base Information

• Chemical Name: 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid
• CAS No.: 866639-19-2
• Molecular Formula: C₁₃H₁₆INO₃S
• Molecular Weight: 393.245
• Mol file: 866639-19-2.mol

Synonyms:3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid

Chemical Property of 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid

There total 5 articles about 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid 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: 95.7%

3-iodophthalic anhydride (28418-88-4) + 2-methyl-1-methylthio-2-propylamine (36567-04-1) → 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid (866639-19-2) + C13H16INO3S

Guidance literature:

In acetone; at 8 - 35 ℃; for 0.25h; Temperature; Solvent;

Reference yield: 80.0%

3-iodophthalic anhydride (28418-88-4) + 2-methyl-1-methylthio-2-propylamine (36567-04-1) → 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid (866639-19-2)

Guidance literature:

With N,N-dimethyl acetamide; triethylamine;

DOI:10.1016/j.bmcl.2012.03.106

Reference yield:

3-nitrophthalic acid (603-11-2) → 3-iodo-N-(1,1-dimethyl-2-methylthioethyl)-o-carbamoylbenzoic acid (866639-19-2) + C13H16INO3S

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyrographite; iron(III) chloride hexahydrate; hydrazine hydrate / water / 70 °C

2.1: sulfuric acid; sodium nitrite / water / -10 °C

2.2: 70 °C

3.1: acetic anhydride / Reflux

4.1: triethylamine / dichloromethane / 20 °C

With iron(III) chloride hexahydrate; sulfuric acid; acetic anhydride; pyrographite; hydrazine hydrate; triethylamine; sodium nitrite; In dichloromethane; water;

DOI:10.1016/j.bmc.2014.09.052

upstream raw materials:

3-iodophthalic anhydride

2-methyl-1-methylthio-2-propylamine

3-nitrophthalic acid

3-aminophthalic acid

Downstream raw materials:

N₂-(1,1-dimethyl-2-methylsulfanyl-ethyl)-3-iodo-N₁-{2-methyl-4-[1-(3-trifluoromethyl-1H-pyrazol-1-yl)-ethyl]-phenyl}-phthalamide

N₂-[1,1-dimethyl-2-(methylthio)ethyl]-3-iodo-N₁-[3-(trifluoromethyl)phenyl]-1,2-benzenedicarboxamide

N₂-[1,1-dimethyl-2-(methylthio)ethyl]-3-iodo-N₁-[4-chloro-3-(trifluoromethyl)phenyl]-1,2-benzenedicarboxamide

N₂-[1,1-dimethyl-2-(methylthio)ethyl]-3-iodo-N₁-[4-fluoro-3-(trifluoromethyl)phenyl]-1,2-benzenedicarboxamide

Refernces

• 1、 -. "Method for preparing 3-iodine-N-(1, 1-dimethyl-2-methylthioethyl) phthalamic acid through microchannel reaction". Paragraph 0018; 0029-0034. . Retrieved 2019/04/17.
• 2、 Chen, Youwei,Li, Yuxin,Pan, Li,Liu, Jingbo,Wan, Yingying,Chen, Wei,Xiong, Lixia,Yang, Na,Song, Haibin,Li, Zhengming. "Synthesis, insecticidal activities and SAR of novel phthalamides targeting calcium channel". . p. 6366 - 6379. Retrieved 2015/01/09.