Basic information Preparation Safety Supplier Related

6-Chlorooxindole

Basic information Preparation Safety Supplier Related

6-Chlorooxindole Basic information

Product Name:
6-Chlorooxindole
Synonyms:
  • 6-Chloro-2-oxoindole
  • 6-Chloro-1,3-dihydro-2H-indol-
  • 6-Chlorooxindole 98%
  • 6-Chloro-2-oxindole in stock Factory
  • 6-Chloro-2-oxindole / 6-Chloro-1,3-dihydro-indole 2-one
  • 6-Chloro-1,3-dihydroindole-2-one
  • 6-Chlorooxindole,98%
  • 6-Chloro-1,3-dihvdro-indol-2-one
CAS:
56341-37-8
MF:
C8H6ClNO
MW:
167.59
EINECS:
1312995-182-4
Product Categories:
  • Indoles and derivatives
  • Indole
  • Indole and Indoline
  • Starting Raw Materials & Intermediates
  • Heterocycles
  • Indoles
  • blocks
  • IndolesOxindoles
  • Indole/indoline/oxindole
Mol File:
56341-37-8.mol
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6-Chlorooxindole Chemical Properties

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
CAS DataBase Reference
56341-37-8(CAS DataBase Reference)
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Safety Information

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

MSDS

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6-Chlorooxindole Usage And Synthesis

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.

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