Reacción #43430

Ecuación de reacción

3,4,6-trichioropyridazine

2-mercaptoethanol

sodium bicarbonate

dichloromethane

→

2-[(3,6-Dichloro-4 pyridazinyl)thio]ethanol

Disolventes

tetrahydrofuran

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Otrothe solid was collected
3. 3
   Lavadowashed with water, ether and pentane
4. 4
   Otrodried in vacuo
5. 5
   Otrogiving (22.9 g)
6. 6
   OtroThe combined aqueous and organic fraction was evaporated to half volume
7. 7
   Otrogiving further solid, which
8. 8
   Lavadowas washed
9. 9
   Otrodried as above (5.0 g)

Procedimiento

A solution of 3,4,6-trichioropyridazine (25 g) in tetrahydrofuran (200 ml) and triethylamine (19 ml) was treated at 0° C. (ice bath cooling) with 2-mercaptoethanol (8.33 ml) over 5 minutes. After the addition was complete, the mixture was stirred at room temperature for 72 hours. The mixture was stirred with aqueous sodium bicarbonate solution and dichloromethane and the solid was collected, washed with water, ether and pentane and dried in vacuo, giving (22.9 g). The combined aqueous and organic fraction was evaporated to half volume giving further solid, which was washed and dried as above (5.0 g). The total yield of solid (27.9 g; 91%) contained some bromo-analogue (5-10%) by NMR.

Fuente