10-phenylthio-1,8-dihydroxy-9-anthrone

Base Information

• Chemical Name: 10-phenylthio-1,8-dihydroxy-9-anthrone
• CAS No.: 107401-55-8
• Molecular Formula: C₂₀H₁₄O₃S
• Molecular Weight: 334.395
• Mol file: 107401-55-8.mol

Synonyms:10-phenylthio-1,8-dihydroxy-9-anthrone

Chemical Property of 10-phenylthio-1,8-dihydroxy-9-anthrone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-phenylthio-1,8-dihydroxy-9-anthrone

There total 3 articles about 10-phenylthio-1,8-dihydroxy-9-anthrone 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: 68.0%

10-bromo-1,8-dihydroxy-9(10H)-anthracenone (2891-30-7) + thiophenol (108-98-5) → 10-phenylthio-1,8-dihydroxy-9-anthrone (107401-55-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 6h; Ambient temperature;

DOI:10.1021/jm960259l

Reference yield: 55.0%

1,8,10-Trihydroxy-9-anthron (64817-79-4) + thiophenol (108-98-5) → 10-phenylthio-1,8-dihydroxy-9-anthrone (107401-55-8)

Guidance literature:

With trifluoroacetic acid; for 0.666667h; Ambient temperature;

DOI:10.1055/s-1986-31668

Reference yield:

1,8-dihydroxy-9(10H)-anthracenone (1143-38-0) → 10-phenylthio-1,8-dihydroxy-9-anthrone (107401-55-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Br₂ / CS₂ / 50 °C

2: 68 percent / trifluoroacetic acid / CH₂Cl₂ / 6 h / Ambient temperature

With bromine; trifluoroacetic acid; In carbon disulfide; dichloromethane;

DOI:10.1021/jm960259l

upstream raw materials:

1,8,10-Trihydroxy-9-anthron

thiophenol

10-bromo-1,8-dihydroxy-9(10H)-anthracenone

1,8-dihydroxy-9(10H)-anthracenone

Downstream raw materials:

1,8-dihydroxy-9(10H)-anthracenone

1,8,1',8'-tetrahydroxy-10,10'-bianthrone

thiophenol

diphenyldisulfane

Refernces

• 1、 Müller, Klaus,Huang, Hsu-Shan,Wiegrebe, Wolfgang. "Antipsoriatic anthrones with modulated redox properties. 3. 10-Thio- substituted 1,8-dihydroxy-9(10H)-anthracenones as inhibitors of keratinocyte growth, 5-lipoxygenase, and the formation of 12(S)-HETE in mouse epidermis". . p. 3132 - 3138. Retrieved 2007/10/03.