1H-2-Benzopyran-1,3(4H)-dione,7-methoxy-(9CI)

Base Information

• Chemical Name: 1H-2-Benzopyran-1,3(4H)-dione,7-methoxy-(9CI)
• CAS No.: 4702-29-8
• Molecular Formula: C10H8 O4
• Molecular Weight: 192.171
• Mol file: 4702-29-8.mol

Synonyms:1,3-Isochromandione,7-methoxy- (7CI); m-Anisic acid, 6-(carboxymethyl)-, cyclic anhydride (8CI);7-Methoxy-1,3-isochromandione; 7-Methoxy-1H-isochromene-1,3(4H)-dione;7-Methoxyhomophthalic anhydride

Chemical Property of 1H-2-Benzopyran-1,3(4H)-dione,7-methoxy-(9CI)

Chemical Property:

• PSA: 52.60000
• LogP: 0.93470

Purity/Quality:

NLT 98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-2-Benzopyran-1,3(4H)-dione,7-methoxy-(9CI)

There total 16 articles about 1H-2-Benzopyran-1,3(4H)-dione,7-methoxy-(9CI) 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: 100.0%

2-(carboxymethyl)-5-methoxybenzoic acid (52962-25-1) → 7-methoxy-1H-isochromene-1,3(4H)-dione (4702-29-8)

Guidance literature:

With acetic anhydride; In toluene; for 0.5h; Reflux;

Reference yield:

2-(carboxymethyl)-5-methoxybenzoic acid (52962-25-1) + acetyl chloride (75-36-5) → 7-methoxy-1H-isochromene-1,3(4H)-dione (4702-29-8)

Guidance literature:

With triethylamine; In acetone; at 20 ℃; for 18h;

Reference yield:

3-Methoxybenzoic acid (586-38-9) → 7-methoxy-1H-isochromene-1,3(4H)-dione (4702-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / aq. NaOH, Br₂ / 0.5 h / 50 - 60 °C

2: 70 percent / NaH, Cu₂Br₂

3: 65 percent / acetyl chloride / 1 h / Heating

With copper(I) bromide; sodium hydroxide; bromine; sodium hydride; acetyl chloride;

DOI:10.1002/ardp.2503240810

upstream raw materials:

2-(carboxymethyl)-5-methoxybenzoic acid

3-Methoxybenzoic acid

2-bromo-5-methoxy-benzoic acid

2-(carboxymethyl)-5-nitrobenzoic acid

Downstream raw materials:

N-cyclopropyl-3-(7-methoxy-1,3-dioxo-3,4-dihydro-1H-isoquinolin-2-yl)-4-methylbenzamide

5-methoxy-2-(2-methoxy-2-oxoethyl)benzoic acid

(3R,4R)-methyl 7-methoxy-1-oxo-3-phenylisochroman-4-carboxylate

C₁₇H₁₄O₅

Refernces

• 1、 Sinha, Neeta. "Synthesis of 3-Ferrocenyl Isocoumarins". . p. 976 - 979. Retrieved 2020/11/25.
• 2、 Tang, Zhichao,Wu, Chengzhe,Wang, Tianlin,Lao, Kejing,Wang, Yejun,Liu, Linyi,Muyaba, Moses,Xu, Pei,He, Conghui,Luo, Guoshun,Qian, Zhouyang,Niu, Shaoxiong,Wang, Lijun,Wang, Ying,Xiao, Hong,You, Qidong,Xiang, Hua. "Design, synthesis and evaluation of 6-aryl-indenoisoquinolone derivatives dual targeting ERα and VEGFR-2 as anti-breast cancer agents". . p. 328 - 339. Retrieved 2016/06/01.