2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine

Base Information

• Chemical Name: 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine
• CAS No.: 156462-94-1
• Molecular Formula: C₁₉H₁₄S₂
• Molecular Weight: 306.452
• Mol file: 156462-94-1.mol

Synonyms:2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine

Chemical Property of 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine

There total 12 articles about 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine 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: 88.0%

naphthalene-1,8-dithiol (25079-77-0) + 3-phenyl-propenal (104-55-2) → 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine (156462-94-1)

Guidance literature:

With tetrachlorosilane; In dichloromethane; Ambient temperature;

DOI:10.1021/jo960517m

Reference yield:

1,8-naphthalenedisulfide (209-22-3) → 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine (156462-94-1)

Guidance literature:

Multi-step reaction with 13 steps

1: SiCl₄ / CH₂Cl₂

2: ethanol; CH₂Cl₂ / Ambient temperature

3: 100 percent Chromat_. / benzene / 18 h / Ambient temperature; Irradiation

4: SiCl₄ / CH₂Cl₂

5: ethanol; CH₂Cl₂ / Ambient temperature

6: 100 percent Chromat_. / benzene / 18 h / Ambient temperature; Irradiation

7: SiCl₄ / CH₂Cl₂

8: ethanol; CH₂Cl₂ / Ambient temperature

9: 98 percent Chromat_. / benzene / 18 h / Ambient temperature; Irradiation

10: SiCl₄ / CH₂Cl₂

11: ethanol; CH₂Cl₂ / Ambient temperature

12: benzene / 18 h / Ambient temperature; Irradiation

13: SiCl₄ / CH₂Cl₂

With tetrachlorosilane; In ethanol; dichloromethane; benzene;

DOI:10.1016/0040-4039(94)02457-M

Reference yield:

2-Ethyl-naphtho[1,8-de][1,3]dithiine (163926-76-9) → 2-((E)-Styryl)-naphtho[1,8-de][1,3]dithiine (156462-94-1)

Guidance literature:

Multi-step reaction with 9 steps

1: ethanol; CH₂Cl₂ / Ambient temperature

2: benzene / 18 h / Ambient temperature; Irradiation

3: SiCl₄ / CH₂Cl₂

4: ethanol; CH₂Cl₂ / Ambient temperature

5: 100 percent Chromat_. / benzene / 18 h / Ambient temperature; Irradiation

6: SiCl₄ / CH₂Cl₂

7: ethanol; CH₂Cl₂ / Ambient temperature

8: 98 percent Chromat_. / benzene / 18 h / Ambient temperature; Irradiation

9: SiCl₄ / CH₂Cl₂

With tetrachlorosilane; In ethanol; dichloromethane; benzene;

DOI:10.1016/0040-4039(94)02457-M

upstream raw materials:

1,8-naphthalenedisulfide

3-phenyl-propenal

naphthalene-1,8-dithiol

2-Ethyl-naphtho[1,8-de][1,3]dithiine

Downstream raw materials:

2-phenylnaphtho<1,8-de><1,3>dithiin

4-methyl-N-(3-phenylallylidene)benzenesulfonamide

2-p-tolylnaphtho<1,8-de>-1,3-dithiin

N-[2-Ethyl-1λ⁴-naphtho[1,8-de][1,3]dithiin-(1E)-ylidene]-4-methyl-benzenesulfonamide

Refernces

• 1、 Fujii, Takayoshi,Kimura, Takeshi,Furukawa, Naomichi. "Preparation of N-p-Tosylaldimines by the Intramolecular Photo-Imino Group Migration of Naphthodithiin-1-N-tosylsulfilimines". . p. 1075 - 1078. Retrieved 2007/10/02.