2-ethyl-1-benzofuran

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A suspension of 8.0 g of anhydrous aluminum chloride and 3.59 of itaconic acid anhydride in dried tetrachloroethane was stirred for one hour at room temperature. To this solution, 4.39 g of 2-ethylbenzofuran dissolved in 10 ml of tetrachloroethane was added dropwise under cooling by ice-water. And then stirring was continued for 3 hrs. in ice-water and for 12 hrs. at room temperature. The reaction mixture was poured into the mixture of 80 g of ice and 20 ml of conc. HCl, then extracted with ethylacetate (50 ml). After washed with water, the solvent layer was made alkaline with 10% NaCO3 solution. The water layer was acidified with 10% HCl again and then extracted with ethylacetate. The brown viscous residue obtained after washing, drying and removal of ethyl acetate layer, was extracted with ligroin. After standing overnight, the needle-like crystals were obtained. was added dropwise And then stirring was continued for 3 hrs at room temperature extracted with ethylacetate (50 ml) After washed with water extracted with ethylacetate The brown viscous residue obtained after washing drying removal of ethyl acetate layer was extracted with ligroin After standing overnight the needle-like crystals were obtained

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: --To an ice cooled solution of 2-ethyl benzofuran 5.0 g and 5.9 g of o-anisoyl chloride dissolved in 20 ml benzene were added 4.1 ml of SnCl2 dropwise; the reaction mixture was stirred for 3 hours at room temperature. Then it was poured into water,30 g, containing 5 ml of conc. HCl. The benzene layer was separated and the solution was extracted with benzene again. The combined benzene layer was washed with a 5% NaHCO3 solution and then with water. After drying and removal of benzene under reduced pressure, the yellowish oil, 2-ethyl-3-(o-anisoyl) benzofuran was obtained. Pyridine-HCl was prepared by the introduction of dried HCl gas to 4.75 g of pyridine and a 50 ml of benzene solution, and then by removing benzene twice. The benzene layer was separated the solution was extracted with benzene again The combined benzene layer was washed with a 5% NaHCO3 solution After drying removal of benzene under reduced pressure

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: is obtained as described in Example 1 from 10.9 g 4-bromo-3-sulfamoylbenzoyl chloride and 6 g 2-ethylbenzo[b]furan in the presence of 11.7 g aluminum chloride. Colorless crystals, m.p. 202°-206° C. (ether). is obtained

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: is obtained as described in Example 1 from 10.9 g 4-bromo-3-sulfamoylbenzoyl chloride and 6 g 2-ethylbenzo[b]furan in the presence of 11.7 g aluminum chloride. Colorless crystals, m.p. 202°-206° C. (ether). is obtained

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: is obtained as described in Example 1 from 10.7 g 4-chloro-3-methylsulfamoylbenzoyl chloride and 6.4 g 2-ethylbenzo[b]furan in the form of amorphous solids having a softening point of 63° C. is obtained a softening point of 63° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: is obtained as described in Example 1 from 10.7 g 4-chloro-3-methylsulfamoylbenzoyl chloride and 6.4 g 2-ethylbenzo[b]furan in the form of amorphous solids having a softening point of 63° C. is obtained a softening point of 63° C.