9,10-Dioxo Ketotifen

Base Information

• Chemical Name: 9,10-Dioxo Ketotifen
• CAS No.: 43076-16-0
• Molecular Formula: C19H17NO2S
• Molecular Weight: 323.40878
• Mol file: 43076-16-0.mol

Synonyms:9,10-Dioxo Ketotifen;4-(1-Methyl-4-piperidinylidene)-4H-benzo[4,5]cyclohepta[1,2-b]thiophene-9,10-dione;Ketotifen FuMarate EP IMpurity G;4-(1-Methylpiperidin-4-ylidene)-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-9,10-dione

Chemical Property of 9,10-Dioxo Ketotifen

Chemical Property:

• Vapor Pressure: 2.37E-10mmHg at 25°C
• Melting Point: 200-201 °C (decomp)
• Boiling Point: 505.7°C at 760 mmHg
• PKA: 8.67±0.20(Predicted)
• Flash Point: 259.7°C
• PSA: 65.62000
• Density: 1.31g/cm³
• LogP: 3.59250
• Storage Temp.: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

9,10-DioxoKetotifen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ketotifen (K315100) impurity. The 9- and 10-oxo derivatives Ketotifen (K315100) impurity. The 9- and 10-oxo derivatives of Ketotifen as antihistaminics.

Technology Process of 9,10-Dioxo Ketotifen

There total 7 articles about 9,10-Dioxo Ketotifen 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:

(1-methyl-4-piperidyl)magnesium chloride (63463-36-5) → 4-(1-Methyl-4-piperidyliden)-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-9,10-dion (43076-16-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) THF, (ii) HBr, EtOH

2: (i) tBuOK, dioxane, (ii) aq. HCl

3: SeO₂ / acetic acid / 0.5 h / Heating

With selenium(IV) oxide; In acetic acid;

DOI:10.1002/hlca.19760590316

Reference yield:

10-bromo-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one (34580-11-5) → 4-(1-Methyl-4-piperidyliden)-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-9,10-dion (43076-16-0)

Guidance literature:

Multi-step reaction with 3 steps

1: (i) THF, (ii) HBr, EtOH

2: (i) tBuOK, dioxane, (ii) aq. HCl

3: SeO₂ / acetic acid / 0.5 h / Heating

With selenium(IV) oxide; In acetic acid;

DOI:10.1002/hlca.19760590316

Reference yield:

4-(10-bromo-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methyl-piperidine (34580-12-6) → 4-(1-Methyl-4-piperidyliden)-4H-benzo<4,5>cyclohepta<1,2-b>thiophen-9,10-dion (43076-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (i) tBuOK, dioxane, (ii) aq. HCl

2: SeO₂ / acetic acid / 0.5 h / Heating

With selenium(IV) oxide; In acetic acid;

DOI:10.1002/hlca.19760590316

upstream raw materials:

ketotifen

10-bromo-4H-benzo<4,5>cyclohepta<1,2-b>thiophene-4-one

4-(10-bromo-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-1-methyl-piperidine

10-methoxy-4-(1-methyl-4-piperidyl)-4H-benzo<4,5>cyclohepta<1,2-b>thiopene-4-ol

Refernces