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6-Chlorooxindole

Preparation

6-Chlorooxindole

CAS No.56341-37-8
Chemical Name:6-Chlorooxindole
CBNumber:CB8681061
Molecular Formula:C8H6ClNO
Formula Weight:167.59
MOL File:56341-37-8.mol

6-Chlorooxindole Property

Melting point 195-199 °C (lit.)
Boiling point 329.0±42.0 °C(Predicted)
Density 1.362±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility soluble in Dimethylformamide
form powder to crystal
pka 13.39±0.20(Predicted)
color Light yellow to Brown
InChI InChI=1S/C8H6ClNO/c9-6-2-1-5-3-8(11)10-7(5)4-6/h1-2,4H,3H2,(H,10,11)
InChIKey CENVPIZOTHULGJ-UHFFFAOYSA-N
SMILES N1C2=C(C=CC(Cl)=C2)CC1=O
CAS DataBase Reference 56341-37-8(CAS DataBase Reference)
UNSPSC Code 12352100
NACRES NA.22

Safety

Hazard Codes :Xn,Xi
Risk Statements :22-43-36/37/38
Safety Statements :37/39-36-26
WGK Germany :3
Hazard Note :Irritant
HS Code :29337900

NFPA 704:

	1
2		0

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordWarning
Hazard statements H302-H317
Precautionary statements P280-P301+P312+P330-P302+P352

6-Chlorooxindole Price More Price(4)

Brand: Sigma-Aldrich(India)
Product number: 636215
Product name : 6-Chloro-2-oxindole
Purity: 97%
Packaging: 5G
Price: ₹3788.75
Updated: 2022/06/14
Buy: Buy

Brand: Sigma-Aldrich(India)
Product number: 636215
Product name : 6-Chloro-2-oxindole
Purity: 97%
Packaging: 25G
Price: ₹10121.38
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: C2024
Product name : 6-Chlorooxindole
Purity: min. 98.0 %
Packaging: 5G
Price: ₹2200
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: C2024
Product name : 6-Chlorooxindole
Purity: min. 98.0 %
Packaging: 25G
Price: ₹6600
Updated: 2022/05/26
Buy: Buy

6-Chlorooxindole Chemical Properties,Usage,Production

Preparation STEP A: 3-(2-nitro-4-chlorophenyl)pyruvic acid To a cooled mixture prepared by adding 13.6 g. of sodium to 300 ml. of ethanol is added a solution of 100 g. of 4-chloro-2-nitrotoluene and 84 g of diethyloxalate in 150 ml of ethanol while maintaining the temperature below 20℃. The resulting mixture is refluxed for one hour, cooled, 400 ml. of water added and the resulting mixture refluxed for 90 minutes. The ethanol is then evaporated to a small volume and the resulting precipi tate containstan and black material and the black mate rial is mechanically separated and discarded and the remainder (filtrate plus tan precipitate) used in the next step. STEP B: 4-chloro-2-nitro-phenylacetic acid The filtrate of Step A, above, is adjusted to pH 8-9 with 2 N sodium hydroxide and is heated at 35-40℃. while adding a 3-6% aqueous hydrogen peroxide solution until samples no longer turn dark on treatment with 2N sodium hydroxide. The tan precipitate is suspended in 1500 ml of water, adjusted to pH 8-9 and similarly treated with aqueous hydrogen peroxide. The combined reaction mixtures are then acidified with concentrated hydrochloride acid to obtain a precipitate which are re covered by filtration, washed 3 times with water and dried in vacuo. The crude product (mp 145-150° C) is recrystallized from ether to obtain 4-chloro-2-nitro phenylacetic acid, m.p. 156-159℃. STEP C: The product of Step B, above, is subjected to reductive cyclization analogously to Step B of Example 1 to obtain 6-chloro-oxindole, m.p. 185-189℃.
Chemical Properties Off-white to tan crystalline powder
Uses 6-Chlorooxindole is a useful research chemical used in the design of potent non-peptide MDM2 inhibitors.
Definition ChEBI: 6-Chlorooxindole is a member of indoles.
Application 6-chlorooxyindole, also known as 6-chloro-2-indolone, is an intermediate of Ziprasidone hydrochloride. Ziprasidone is an atypical broad-spectrum antipsychotic developed by Pfizer for the treatment of schizophrenia with a strong affinity for serotonin and dopamine receptor antagonists, particularly the 5-HTA2/DAD2 receptor.