ChemicalBook CAS DataBase List 5-CHLORO-7-METHYLISATIN

5-CHLORO-7-METHYLISATIN synthesis

5synthesis methods

Product Name:5-CHLORO-7-METHYLISATIN
CAS Number:14389-06-1
Molecular formula:C9H6ClNO2
Molecular Weight:195.6

1127-59-9
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$6.00/250mg

14389-06-1
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$16.00/250mg

Yield: 77%

Reaction Conditions:

with sulfur dioxide;chlorine at 20 - 65; for 2 h;regioselective reaction;Reagent/catalyst;Temperature;

Steps:

3; 4; 5
39.2 g (0.4 mole) of concentrated sulphuric acid was taken into a RBF, heated to 50-60° C. 17.8 g of (0.1 mole) of 2-(hydroxyimino)-N-(o-tolyl)acetamide was dissolved in 20 ml of acetic acid at hot condition and this solution was slowly added to the reaction mass over the period of 20-30 mins. After completion of this stage the mass was cooled to room temperature. 0.03 mole of sulphur dioxide was purged into reaction mass followed by addition of 0.15 mole of chlorine gas into reaction mass. This reaction mixture was heated to 60-65° C. and cooking for 2 hr. After completion of reaction, mass was quenched in ice cool water. The precipitated solid was filtered and dried to yield 15 g (77% of yield) of 5-chloro-7-methylindoline-2,3-dione and 98% regioselectivity.

References:

Tagros Chemicals India Pvt. Ltd. US10981868, 2021, B1 Location in patent:Page/Page column 4; 5; 6