Réaction #43430

Équation de réaction

3,4,6-trichioropyridazine

2-mercaptoethanol

sodium bicarbonate

dichloromethane

→

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

Solvants

tetrahydrofuran

triethylamine

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Autrethe solid was collected
3. 3
   Lavagewashed with water, ether and pentane
4. 4
   Autredried in vacuo
5. 5
   Autregiving (22.9 g)
6. 6
   AutreThe combined aqueous and organic fraction was evaporated to half volume
7. 7
   Autregiving further solid, which
8. 8
   Lavagewas washed
9. 9
   Autredried as above (5.0 g)

Mode opératoire

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.

Source