(1Z)-2,2-Dimethyl-N-phenylpropanimidoyl chloride

Base Information

• Chemical Name: (1Z)-2,2-Dimethyl-N-phenylpropanimidoyl chloride
• CAS No.: 50993-08-3
• Molecular Formula: C11H14ClN
• Molecular Weight: 195.692
• DSSTox Substance ID: DTXSID30500104
• Nikkaji Number: J2.208.559J
• Mol file: 50993-08-3.mol

Synonyms:50993-08-3;(1Z)-2,2-Dimethyl-N-phenylpropanimidoyl chloride;N-phenyl pivalimidoyl chloride;DTXSID30500104

Chemical Property of (1Z)-2,2-Dimethyl-N-phenylpropanimidoyl chloride

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.0814771
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=NC1=CC=CC=C1)Cl

Technology Process of (1Z)-2,2-Dimethyl-N-phenylpropanimidoyl chloride

There total 4 articles about (1Z)-2,2-Dimethyl-N-phenylpropanimidoyl 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:

pivaloyl chloride (3282-30-2) → N-phenyl-2,2-dimethylpropanimidoyl chloride (50993-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 0.33 h

2: 90 percent / PCl₅ / 0.33 h / 90 °C / 700 Torr

With phosphorus pentachloride; In diethyl ether;

Reference yield:

aniline (62-53-3) → N-phenyl-2,2-dimethylpropanimidoyl chloride (50993-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 2.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique; Glovebox

2: thionyl chloride / 2 h / 70 °C / Inert atmosphere; Schlenk technique; Glovebox

With thionyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1002/anie.201405027

Reference yield:

aniline (62-53-3) → N-phenyl-2,2-dimethylpropanimidoyl chloride (50993-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 0.33 h

2: 90 percent / PCl₅ / 0.33 h / 90 °C / 700 Torr

With phosphorus pentachloride; In diethyl ether;

upstream raw materials:

pivaloyl chloride

aniline

Downstream raw materials:

Acetyl-trimethylacetyl-anilin

2-({2,2-Dimethyl-1-[(E)-phenylimino]-propyl}-ethyl-arsanyl)-phenylamine

[2,2-Dimethyl-1-trimethylsilanyl-prop-(Z)-ylidene]-phenyl-amine

(2,2-Dimethyl-1-trimethylsilanyl-propyl)-phenyl-trimethylsilanyl-amine

Refernces

• 1、 Andrews, M. Crawford,Peng, Ping,Rajput, Amit,Cozzolino, Anthony F.. "Modulation of the carboxamidine redox potential through photoinduced spiropyran or fulgimide isomerisation". . p. 432 - 441. Retrieved 2018/04/26.
• 2、 Liu, Xinwang,Wu, Pengbo,Li, Jianfeng,Cui, Chunming. "Synthesis of 1,2-borazaronaphthalenes from imines by base-promoted borylation of C-H bond". . p. 3737 - 3744. Retrieved 2015/05/05.