تفاعل #1375804

معادلة التفاعل

intermediate 4-a

(+)-6-[(4-chlorophenyl)hydrazinomethyl]-1-methyl-1H-benzotriazole monohydrochloride

methanimidamide monoacetate

→

(+)-6-[(4-chloro-phenyl)-(1H-1,2,4-triazol-1 -yl) methyl]-1-methyl-1H-benzotriazole

المردود 131.8%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux temperature
2. 2
   أخرىthe reaction mixture crystallized
3. 3
   workup.ADDITIONthere were added 30 ml of water
4. 4
   workup.STIRRINGAfter stirring for 1 hour the precipitate
5. 5
   ترشيحwas filtered off
6. 6
   غسيلwashed with water
7. 7
   أخرىdried in vacuo at 50° C
8. 8
   workup.ADDITIONThe product was diluted with 11.8 ml of 2-propanol
9. 9
   workup.ADDITIONthe whole was treated with active charcoal for 15 min.
10. 10
    درجة الحرارةat reflux temperature
11. 11
    ترشيحThe charcoal was filtered off while hot and
12. 12
    غسيلwashed with 2-propanol
13. 13
    أخرىThe product was crystallized
14. 14
    ترشيحfiltered off
15. 15
    أخرىdried in vacuo at 50° C.

الإجراء التجريبي

A mixture of 5 g of intermediate 4-a, 4.8 g of methanimidamide monoacetate and 15 ml of methanol was stirred for 1.5 hours at reflux temperature. After cooling to room temperature, the reaction mixture crystallized and there were added 30 ml of water. After stirring for 1 hour the precipitate was filtered off, washed with water and dried in vacuo at 50° C. The product was diluted with 11.8 ml of 2-propanol and the whole was treated with active charcoal for 15 min. at reflux temperature. The charcoal was filtered off while hot and washed with 2-propanol. The product was crystallized, filtered off and dried in vacuo at 50° C., yielding 3.3 g (66.0%) of (+)-6-[(4-chloro-phenyl)-(1H-1,2,4-triazol-1 -yl) methyl]-1-methyl-1H-benzotriazole (comp. 1-a); mp. 130°-135° C.; [α]D20 =+8.0° (conc.=10% in CH3OH); enantiomeric excess: 98.4%.

المصدر