5-amino-2-methyl-2,3-dihydroinden-1-one

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

Procedure: A solution of 5-amino-2-methyl-1-indanone (10.0 g) in fluoroboric acid (40%;28.0 ml ) was treated at 0°-5° with sodium nitrite (4.7 g) in water (8.0 ml ). The diazonium salt solution was added to cuprous cyanide (25.0 g) in potassium cyanide (37.5 g) in water (100 ml ) at 40°. The mixture was stirred at 10° for 10 minutes, cooled and extracted with chloroform. The extract was evaporated and the residue recrystallised from aqueous ethanol to give 5-cyano-2-methyl-1-indanone(7.89 g; m.p. 90°-1°) which was converted into 7-cyano-4,4a-dihydro-[5H]-indeno[1,2-c]pyridazin-3[2H]-one by the procedures given in method A (iii, iv). cooled extracted with chloroform The extract was evaporated the residue recrystallised from aqueous ethanol

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

Procedure: A solution of 5-amino-2-methyl-1-indanone (10.0 g) in fluoroboric acid (40%; 28.0 ml) was treated at 0°-5° C. with sodium nitrite (4.7 g) in water (8.0 ml). The diazonium salt solution was added to cuprous cyanide (25.0 g) and potassium cyanide (37.5 g) in water (100 ml) at 40° . The mixture was stirred at 10° for 10 minutes, cooled and extracted with chloroform. The extract was evaporated and the residue recrystallised from aqueous ethanol to give 5-cyano-2-methyl-1-indanone(7.89 g; m.p. 90°-91° C.). cooled extracted with chloroform The extract was evaporated the residue recrystallised from aqueous ethanol

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

Procedure: A solution of 5-amino-2-methyl-1-indanone (10.0 g) in fluoroboric acid (40%; 28.0 ml) was treated at 0°-5° C. with sodium nitrite (4.7 g) in water (8.0 ml). The diazonium salt solution was added to cuprous cyanide (25.0 g) and potassium cyanide (37.5 g) in water (100 ml) at 40° . The mixture was stirred at 10° for 10 minutes, cooled and extracted with chloroform. The extract was evaporated and the residue recrystallised from aqueous ethanol to give 5-cyano-2-methyl-1-indanone(7.89 g; m.p. 90°-91° C.). cooled extracted with chloroform The extract was evaporated the residue recrystallised from aqueous ethanol

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

Procedure: A solution of 5-amino-2-methyl-1-indanone (10.0 g) in fluoroboric acid (40%;28.0 ml ) was treated at 0°-5° with sodium nitrite (4.7 g) in water (8.0 ml ). The diazonium salt solution was added to cuprous cyanide (25.0 g) in potassium cyanide (37.5 g) in water (100 ml ) at 40°. The mixture was stirred at 10° for 10 minutes, cooled and extracted with chloroform. The extract was evaporated and the residue recrystallised from aqueous ethanol to give 5-cyano-2-methyl-1-indanone(7.89 g; m.p. 90°-1°) which was converted into 7-cyano-4,4a-dihydro-[5H]-indeno[1,2-c]pyridazin-3[2H]-one by the procedures given in method A (iii, iv). cooled extracted with chloroform The extract was evaporated the residue recrystallised from aqueous ethanol