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ChemicalBook CAS DataBase List 4-ETHYL ISATIN
34934-05-9

4-ETHYL ISATIN synthesis

4synthesis methods
N-((3-ETHYLPHENYL)-2-HYDROXYIMINO)-ACETAMIDE

34934-04-8
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90924-07-5 Synthesis
6-ETHYL ISATIN

90924-07-5
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Yield:34934-05-9 34%

Reaction Conditions:

with sulfuric acid;water at 50 - 80; for 0.166667 h;

Steps:

5

The isonitrosoacetanilide (10.0 g, 0.05 mol), was added portionwise to a mixture of water (9 ml) and conc. sulphuric acid (60 ml) prewarmed to 50°C, maintaining the temperature between 50-55 °C. When the addition was completed, the mixture was heated to 80°C and kept at this temperature for 10 minutes. The reaction mixture was then cooled on an ice-bath and poured on 10-12 times the reaction volume of crushed ice. The mixture was then left standing for about one hour. The water suspension was extracted with dichloromethane which was dried and evaporated resulting in an mixture of the two analogues 4-ethyl and 6-ethyl isatins approximately 0.68:1 (7.6 g), yield 84%.

References:

EP1095021,2003,B1 Location in patent:Page/Page column 7

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