2,5-Cyclohexadien-1-one, 4-(2-benzothiazolyl)-4-hydroxy-

Base Information

• Chemical Name: 2,5-Cyclohexadien-1-one, 4-(2-benzothiazolyl)-4-hydroxy-
• CAS No.: 485842-97-5
• Molecular Formula: C13H9NO2S
• Molecular Weight: 243.286
• Mol file: 485842-97-5.mol

Synonyms:Threo-methylphenidate hydrochloride;AW-464;PMX-464;UNII-YJX11V636Q;

Chemical Property of 2,5-Cyclohexadien-1-one, 4-(2-benzothiazolyl)-4-hydroxy-

Chemical Property:

• PSA: 78.43000
• LogP: 2.17900

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

PMX 464 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Cyclohexadien-1-one, 4-(2-benzothiazolyl)-4-hydroxy-

There total 11 articles about 2,5-Cyclohexadien-1-one, 4-(2-benzothiazolyl)-4-hydroxy- 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: 71.0%

4-acetoxy-4-(benzothiazol-2-yl)-2,5-cyclohexadien-1-one → 4-(benzothiazol-2-yl)-4-hydroxy-2,5-cyclohexadienone (485842-97-5)

Guidance literature:

4-acetoxy-4-(benzothiazol-2-yl)-2,5-cyclohexadien-1-one; With perchloric acid; water; sodium acetate; acetic acid; In acetonitrile; at 80 ℃; for 10h; pH=4.61;

In acetonitrile; at 80 ℃; for 5h; pH-value; Kinetics; Darkness;

DOI:10.1021/jo9008436

Reference yield: 52.0%

2-(4-hydroxyphenyl)benzothiazole (6265-55-0) → 4-(benzothiazol-2-yl)-4-hydroxy-2,5-cyclohexadienone (485842-97-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1021/jm020984y

Reference yield: 7.8%

4-acetoxy-4-(benzothiazol-2-yl)-2,5-cyclohexadien-1-one → 2-(4-hydroxyphenyl)benzothiazole (6265-55-0) + 4-(benzothiazol-2-yl)-4-(methylperoxy)cyclohexa-2,5-dienone (1159768-28-1) + 4-(benzothiazol-2-yl)-2-methylphenol (1159768-31-6) + 4-acetoxy-3-(benzothiazol-2-yl)phenol (1159768-29-2) + 1,8-di(benzothiazol-2-yl)-4,5-dioxo-1,4,4a,4b,5,8,8a,8b-octahydrobiphenylene-1,8-diyldiacetate + 4-(benzothiazol-2-yl)-4-hydroxy-2,5-cyclohexadienone (485842-97-5)

Guidance literature:

With perchloric acid; water; oxygen; sodium acetate; acetic acid; In acetonitrile; at 30 ℃; pH=5.1; Photolysis;

DOI:10.1021/jo9008436

upstream raw materials:

2-(4-hydroxyphenyl)benzothiazole

1,3-Benzothiazole

C₁₃H₁₀N₂OS

Downstream raw materials:

2(3H)-Benzothiazolone

Refernces

• 1、 Chakraborty, Mrinal,Jin, Kyoung Joo,Glover, Stephen A.,Novak, Michael. "Characterization of the 4-(Benzothiazol-2-yl)phenylnitrenium ion from a putative metabolite of a model antitumor drug". supporting information; experimental part. p. 5296 - 5304. Retrieved 2010/10/19.
• 2、 Chakraborty, Mrinal,Jin, Kyoung Joo,Brewer, Samuel C.,Peng, Huo-Lei,Platz, Matthew S.,Novak, Michael. "Indirect and direct detection of the 4-(benzothiazol-2-yl)phenylnitrenium ion from a putative metabolite of a model anti-tumor drug". supporting information; experimental part. p. 4862 - 4865. Retrieved 2010/01/16.