ChemicalBook CAS DataBase List 5,7-DIMETHYLISATIN

5,7-DIMETHYLISATIN synthesis

6synthesis methods

Product Name:5,7-DIMETHYLISATIN
CAS Number:39603-24-2
Molecular formula:C10H9NO2
Molecular Weight:175.18

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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39603-24-2
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Yield: 60%

Reaction Conditions:

with sulfuric acid at 80; for 0.666667 h;Cooling with ice;

Steps:

5-Hexyl-2,3-dihydro-1H-indole-2,3-dione (9)
General procedure: A round-bottom flask is charged with concentrated sulfuric acid (33 ml) and is magnetically stirred at 50 °C open to the atmosphere. To the acid was added 2-[(benzyloxy)imino]-N-(4-n-hexylphenyl) (11 g, 32.5 mmole) in portions over 30 minutes. On completion of the addition the mixture was heated at 80 °C for an additional 10 minutes then allowed to cool to room temperature. The dark viscous solution was subsequently added in portions with rapid stirring to ice (750 ml). The crude product was isolated by vacuum filtration, and the filter cake washed with water. The crude product was dried under vacuum to give 6.3 g (85 %) of an orange solid.

References:

Klein, Larry L.;Tufano, Michael D. [Tetrahedron Letters,2013,vol. 54,# 8,p. 1008 - 1011] Location in patent:supporting information