Reacción #96014

Ecuación de reacción

azide

hydrochloric acid

monohydrochloride

2,3-dihydro-3-oxo-6-(4-pyridinyl)-4-pyridazinecarboxylic acid hydrazide

sodium nitrite

2,3-dihydro-3-oxo-6-(4-pyridinyl)-4-pyridazinecarboxylic acid azide monohydrochloride

azide

→

4-Amino-6-(4-pyridinyl)-3(2H)-pyridazinone

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaTo a solution chilled in an ice bath
2. 2
   workup.ADDITIONcontaining 3.0 g
3. 3
   workup.ADDITIONcontaining 3.0 g
4. 4
   workup.STIRRINGThe reaction mixture was then stirred for an additional 1 hour
5. 5
   OtroThe separated solid was collected
6. 6
   Lavadowashed with water
7. 7
   Secadodried in a vacuum oven over P2O5 at 25° C. for 48 hours
8. 8
   Otroto yield 3.0 g

Procedimiento

The above procedure of Example G-1 first procedes through the acid azide as seen by the following isolation of the acid azide as its monohydrochloride: To a solution chilled in an ice bath and containing 3.0 g. of 2,3-dihydro-3-oxo-6-(4-pyridinyl)-4-pyridazinecarboxylic acid hydrazide and 60 ml. of 6 N hydrochloric acid was added dropwise with stirring a solution containing 3.0 g. of sodium nitrite in 10 ml. of water over a 30 minute period. The reaction mixture was then stirred for an additional 1 hour, allowing the reaction mixture to warm up to room temperature. The separated solid was collected, washed with water and dried in a vacuum oven over P2O5 at 25° C. for 48 hours to yield 3.0 g. of 2,3-dihydro-3-oxo-6-(4-pyridinyl)-4-pyridazinecarboxylic acid azide monohydrochloride, m.p. >300° C.

Fuente