Iodine → HCID 939755, Verbindung

A 100 ml, round bottomed flask, reflux condenser, gas inlet and Teflon stirrer were oven dried for 12 hours at 160° C. The apparatus was rapidly assembled, flushed with dry nitrogen gas, and cooled to room temperature. The reaction flask was charged with methyl 6-methoxy-3-chlorobenzo[b]thiophene-2-carboxylate (1.50 g, 5.85 mmole), anhydrous methanol (Aldrich, 50 ml), and anhydrous hydrazine (Aldrich, 2.5 equivalents, 0.47 g, 0.45 ml, 14.61 mmole). The stirred reaction mixture was brought to reflux and the progress of the reaction monitored by TLC (Silica, 1:1 hexane:ethyl acetate, and 100% ethyl acetate, iodine and UV visualization). After 72 hours, the completed reaction was cooled to room temperature, and further cooled to 5° C. for 1 hour. The resulting solid was filtered, washed with cold methanol (2×10 ml), and dried in vacuo. This resulted in 0.856 g of the desired material, as a white amorphous powder which was used directly.

1. temperatureA 100 ml, round bottomed flask, reflux condenser, gas inlet and Teflon stirrer
2. customdried for 12 hours at 160° C
3. customflushed with dry nitrogen gas
4. customThe stirred reaction mixture
5. temperatureto reflux
6. customthe completed reaction
7. temperaturewas cooled to room temperature
8. temperaturefurther cooled to 5° C. for 1 hour
9. filtrationThe resulting solid was filtered
10. washwashed with cold methanol (2×10 ml)
11. customdried in vacuo

ORD-Eintrag

ord-cb93399b23184c27b9edeed25210d61b

Quelldatensatz

uspto-grants-1997_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05703116