884305-06-0

Basic information

• Product Name: Ziprasidone IMpurity (6-Chloro-5-(2-Chloro-1-Hydroxy-Ethyl)-1,3-Dihydro-Indol-2-One)
• Synonyms: Ziprasidone IMpurity (6-Chloro-5-(2-Chloro-1-Hydroxy-Ethyl)-1,3-Dihydro-Indol-2-One)
• CAS NO: 884305-06-0
• Molecular Formula: C₁₀H₉Cl₂NO₂
• Molecular Weight: 246.08996
• Mol File: 884305-06-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: DMF (Slightly, Sonicated), DMSO (Slightly)
• CAS DataBase Reference: Ziprasidone IMpurity (6-Chloro-5-(2-Chloro-1-Hydroxy-Ethyl)-1,3-Dihydro-Indol-2-One)(CAS DataBase Reference)
• NIST Chemistry Reference: Ziprasidone IMpurity (6-Chloro-5-(2-Chloro-1-Hydroxy-Ethyl)-1,3-Dihydro-Indol-2-One)(884305-06-0)
• EPA Substance Registry System: Ziprasidone IMpurity (6-Chloro-5-(2-Chloro-1-Hydroxy-Ethyl)-1,3-Dihydro-Indol-2-One)(884305-06-0)

Safety Data

• Hazardous Substances Data: 884305-06-0(Hazardous Substances Data)

Usage

Uses

6-Chloro-5-(2-chloro-1-hydroxyethyl)-1,3-dihydro-2H-indol-2-one is an impurity inthe synthesis of Hydroxy Ziprasidone which is an impurity of Ziprasidone (Z485000); a combined serotonin (5HT2) and dopamine (D2) receptor antagonist. Used as an antipsychotic.

Upstream product

• 56341-37-8 6-chloro-2-oxindole 
• 118307-04-3 6-chloro-5-(2-chloroacetyl) indolin-2-one 

Downstream Products

• 118289-55-7 6-chloro-5-(2-chloroethyl)-2-oxindole 
• 884305-08-2 5-(2-(4-(1,2-benzisothiazole-3-yl)-1-piperazinyl)-1-hydroxyethyl)-6-chloro-1,3-dihydro-2H-indole-2-one 
• 884305-07-1 5-(2-(4-(1,2-benzisothiazole-3-yl)-1-piperazinyl)-1-oxoethyl)-6-chloro-1,3-dihydro-2H-indole-2-one 
• 122883-93-6 ziprazidone 

Relevant articles and documents

Improved process for the preparation of 6-chloro-5-(2-chloroethyl)oxindole

The current process for ziprasidone involves preparation and isolation of the key intermediate 6-chloro-5-(2-chloroethyl)oxindole. An improved process for the synthesis of this intermediate is reported here. The new process involves use of a novel Lewis acid-mediated selective deoxygenation of the precursor ketone with tetramethyldisiloxane. The new method affords the desired compound in a one-pot process obviating the need for isolation of the potentially hazardous precursor ketone. This process was successfully scaled up to multikilo scale.