1-Benzothiophene-3-carbaldehyde → HCID 72784754, compound

Benzothiophene-3-carbaldehyde (4.0 g, 24.6 mmol) was dissolved in a mixture of pyridine (25 ml) and ethanol (25 ml). Hydroxylamine hydrochloride (3.4 g, 49.2 mmol) was added, while stirring. The mixture was stirred for 30 minutes at RT and then heated under reflux for eight hours. A red-brown solution formed. For working up, the solution was concentrated and the residue was freed from residual pyridine by distillation with ethanol (3×50 ml). Water (50 ml) was added to the oily residue and the mixture was stirred vigorously overnight. The pink solid present was filtered off with suction, washed with water and dried in vacuo. 4.3 g benzothiophene-3-carbaldehyde oxime were obtained (m.p. 87-89° C.).

1. stirringThe mixture was stirred for 30 minutes at RT
2. temperatureheated
3. temperatureunder reflux for eight hours
4. customA red-brown solution formed
5. concentrationthe solution was concentrated
6. distillationthe residue was freed from residual pyridine by distillation with ethanol (3×50 ml)
7. additionWater (50 ml) was added to the oily residue
8. stirringthe mixture was stirred vigorously overnight
9. filtrationThe pink solid present was filtered off with suction
10. washwashed with water
11. customdried in vacuo

ORD record

ord-3a605769ea7748bf955f463dbe9fb94f

Source dataset

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07276518B2