Реакция #43430

Уравнение реакции

3,4,6-trichioropyridazine

2-mercaptoethanol

sodium bicarbonate

dichloromethane

→

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

Растворители

tetrahydrofuran

triethylamine

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter the addition
2. 2
   Другоеthe solid was collected
3. 3
   Промывкаwashed with water, ether and pentane
4. 4
   Другоеdried in vacuo
5. 5
   Другоеgiving (22.9 g)
6. 6
   ДругоеThe combined aqueous and organic fraction was evaporated to half volume
7. 7
   Другоеgiving further solid, which
8. 8
   Промывкаwas washed
9. 9
   Другоеdried as above (5.0 g)

Методика

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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