Reaktion #43430

Reaktionsgleichung

3,4,6-trichioropyridazine

2-mercaptoethanol

sodium bicarbonate

dichloromethane

→

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

Lösungsmittel

tetrahydrofuran

triethylamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Sonstigethe solid was collected
3. 3
   Waschenwashed with water, ether and pentane
4. 4
   Sonstigedried in vacuo
5. 5
   Sonstigegiving (22.9 g)
6. 6
   SonstigeThe combined aqueous and organic fraction was evaporated to half volume
7. 7
   Sonstigegiving further solid, which
8. 8
   Waschenwas washed
9. 9
   Sonstigedried as above (5.0 g)

Vorschrift

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.

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