1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride

Base Information

• Chemical Name: 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride
• CAS No.: 20357-37-3
• Molecular Formula: C19H15Cl2NO3
• Molecular Weight: 376.239
• Hs Code.: 2933990090
• European Community (EC) Number: 243-763-7
• DSSTox Substance ID: DTXSID80942515
• Nikkaji Number: J280.572C
• Wikidata: Q82919536
• Mol file: 20357-37-3.mol

Synonyms:20357-37-3;1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride;2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl chloride;EINECS 243-763-7;C19H15Cl2NO3;SCHEMBL3813031;DTXSID80942515;2-(1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl)acetyl chloride;FT-0743675;1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolylacetylchloride;[1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl chloride;1-(4-Chlorobenzoyl)-2-methyl-5-methoxy-1H-indole-3-acetic acid chloride

Chemical Property of 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride

Chemical Property:

• Vapor Pressure: 3.81E-09mmHg at 25°C
• Boiling Point: 473.8°Cat760mmHg
• Flash Point: 240.4°C
• PSA: 48.30000
• Density: 1.33g/cm³
• LogP: 4.60810
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 375.0428987
• Heavy Atom Count: 25
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)Cl

Technology Process of 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride

There total 7 articles about 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride 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: 96.5%

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride (20357-37-3)

Guidance literature:

With thionyl chloride; In benzene; at 65 - 70 ℃; for 1h;

Reference yield:

levulinic acid (123-76-2) → 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride (20357-37-3)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 3 h / 80 °C

2: oxalyl dichloride / dichloromethane / 8 h / 20 °C / Inert atmosphere

With oxalyl dichloride; acetic acid; In dichloromethane; 1: |Fischer Indole Synthesis;

DOI:10.1021/jm3017656

Reference yield:

1-ethylidene-2-(4-methoxyphenyl)hydrazine (13815-71-9) → 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride (20357-37-3)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 2 h / 10 - 20 °C / Inert atmosphere

2: hydrogenchloride / dichloromethane / 1.5 h

3: acetic acid / 3 h / 80 °C

4: oxalyl dichloride / dichloromethane / 8 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; oxalyl dichloride; acetic acid; In dichloromethane; 3: |Fischer Indole Synthesis;

DOI:10.1021/jm3017656

upstream raw materials:

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

levulinic acid

1-ethylidene-2-(4-methoxyphenyl)hydrazine

Acetaldehyd-N₁-(p-chlorbenzoyl)-p-methoxy-phenylhydrazon

Downstream raw materials:

[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester

[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetic acid 2-acetoxy-1-acetoxymethyl-ethyl ester

2-Indomethacoyl-1,3-didodecanoylglycerin

1-(4-chlorobenzoyl)-N-hydroxy-5-methoxy-N,2-dimethyl-1H-indole-3-acetamide

Refernces

• 1、 Pittalà, Valeria,Salerno, Loredana,Romeo, Giuseppe,Siracusa, Maria Angela,Modica, Maria Nunziata,Romano, Giovanni Luca,Salomone, Salvatore,Drago, Filippo,Bucolo, Claudio. "Effects of novel hybrids of caffeic acid phenethyl ester and NSAIDs on experimental ocular inflammation". . p. 78 - 83. Retrieved 2015.
• 2、 Bano, Sehrish,Shabir, Ghulam,Saeed, Aamer,Ul-Hamid, Anwar,Alharthy, Rima D.,Iqbal, Jamshed. "Synthesis, characterization and biological evaluation of indomethacin derived thioureas as purinergic (P2Y1, P2Y2, P2Y4, and P2Y6) receptor antagonists". . . Retrieved 2021/10/04.
• 3、 Bellotti, Peter,Glorius, Frank,Paulisch, Tiffany O.,Wang, Huamin,Zhang, Xiaolong. "A base-controlled switch of SO2 reincorporation in photocatalyzed radical difunctionalization of alkenes". supporting information. p. 3412 - 3424. Retrieved 2021/12/14.