2-Butenal, 3-(phenylthio)-, dimethylhydrazone

Base Information

• Chemical Name: 2-Butenal, 3-(phenylthio)-, dimethylhydrazone
• CAS No.: 92605-55-5
• Molecular Formula: C12H16N2S
• Molecular Weight: 220.338
• Mol file: 92605-55-5.mol

Synonyms:

Chemical Property of 2-Butenal, 3-(phenylthio)-, dimethylhydrazone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Butenal, 3-(phenylthio)-, dimethylhydrazone

There total 3 articles about 2-Butenal, 3-(phenylthio)-, dimethylhydrazone 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: 75.0%

1-dimethylamino-1-aza-1,3-pentadiene (7422-95-9) + benzenesulfenyl chloride (931-59-9) → 3-(Phenylthio)-2-butenal-dimethylhydrazon (92605-55-5)

Guidance literature:

With triethylamine; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

Ethyl phenyl sulfide (622-38-8) → 3-(Phenylthio)-2-butenal-dimethylhydrazon (92605-55-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / N-chloro-succinimide / CCl₄ / 6 h / Ambient temperature

2: 1.) Li-N(iPr)2 / 1.) THF, -20 to 0 deg C, 1.5 h; 2.) -20 deg C to r.t., r.t. 12 h

With N-chloro-succinimide; lithium diisopropyl amide; In tetrachloromethane;

Reference yield:

1-chloroethyl phenyl sulfide (13557-24-9) + (Dimethylamino)acetaldehyd-dimethylhydrazon (29314-43-0) → 3-(Phenylthio)-2-butenal-dimethylhydrazon (92605-55-5)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -20 to 0 deg C, 1.5 h; 2.) -20 deg C to r.t., r.t. 12 h;

upstream raw materials:

1-chloroethyl phenyl sulfide

(Dimethylamino)acetaldehyd-dimethylhydrazon

1-dimethylamino-1-aza-1,3-pentadiene

benzenesulfenyl chloride

Downstream raw materials:

5-(Phenylthio)-4-hexen-3-ol

(Z)-3-Phenylsulfanyl-but-2-enal

Refernces

• 1、 Severin, Theodor,Wanninger, Gabriele,Lerche, Holger. "Reactions of Unsaturated Aldehyde Dimethylhydrazones with Electrophilic Reagents". . p. 2875 - 2885. Retrieved 2007/10/02.