4-cyano-3-methylbenzoyl chloride

Base Information

• Chemical Name: 4-cyano-3-methylbenzoyl chloride
• CAS No.: 1160759-52-3
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.606
• Mol file: 1160759-52-3.mol

Synonyms:

Chemical Property of 4-cyano-3-methylbenzoyl chloride

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

4-Cyano-3-methylbenzoylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-cyano-3-methylbenzoyl chloride

There total 3 articles about 4-cyano-3-methylbenzoyl 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:

4-cyano-3-methylbenzoic acid (73831-13-7) → 4-cyano-3-methylbenzoyl chloride (1160759-52-3)

Guidance literature:

With thionyl chloride; In toluene;

DOI:10.1016/j.bmcl.2004.04.107

Reference yield:

4-bromo-3-methylbenzoic acid (7697-28-1) → 4-cyano-3-methylbenzoyl chloride (1160759-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 20 - 90 °C / 20 - 760 Torr / Inert atmosphere

2: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 20 °C / Cooling with ice

With oxalyl dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N-dimethyl-formamide; In dichloromethane; N,N-dimethyl-formamide;

Reference yield:

4-bromo-2-methylbenzonitrile (67832-11-5) → 4-cyano-3-methylbenzoyl chloride (1160759-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / -78 °C

1.2: 73 percent / tetrahydrofuran / -78 °C

2.1: SOCl₂ / toluene

With n-butyllithium; thionyl chloride; In tetrahydrofuran; toluene;

DOI:10.1016/j.bmcl.2004.04.107

upstream raw materials:

4-cyano-3-methylbenzoic acid

4-bromo-2-methylbenzonitrile

4-bromo-3-methylbenzoic acid

Downstream raw materials:

(2S)-N-[[4-[(4,10-dihydro-1-methylpyrazolo[3,4-b][1,5]benzodiazepin-5(1H)-yl)carbonyl]-2-methylphenyl]methyl]-2-[(hexahydro-4-methyl-1H-1,4-diazepin-1-yl)thioxomethyl]-1-pyrrolidinecarboxamide

4-cyano-N-[2-ethyl-4-(1,2,2,3,3,3-hexafluoro-1-trifluoromethyl-propyl)-6-methyl-phenyl]-3-methyl-benzamide

1-(4-Cyano-3-methylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepine

WAY-267464

Refernces

• 1、 Reekie, Tristan A.,McGregor, Iain S.,Kassiou, Michael. "Pyrazolo[1,4]diazepines as non-peptidic probes of the oxytocin and vasopressin receptors". supporting information. p. 4568 - 4571. Retrieved 2015/01/09.
• 2、 -. "INSECTICIDAL COMPOUNDS". Page/Page column 29. . Retrieved 2010/04/03.