Reaction #1375807

Reaction equation

intermediate 7-a

2- [(4-chlorophenyl)(1-methyl-1H-benzotriazol-6-yl)methyl]hydrazinecarboxaldehyde

methanimidamide monoacetate

water

→

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

Yield 67.1%

Solvents

methanol

Conditions

Workup

1. 1
   Temperaturewas refluxed for 3 days
2. 2
   OtherTo the warm reaction mixture there
3. 3
   FiltrationThe precipitate was filtered off
4. 4
   Washwashed with 2-propanol
5. 5
   OtherThe precipitate was dried in vacuo

Procedure

A mixture of 5 g of intermediate 7-a, 8.2 g of methanimidamide monoacetate in 32 ml of methanol was refluxed for 3 days. To the warm reaction mixture there were added 32 ml of water and the resulting mixture was stirred for two hours. The precipitate was filtered off and washed with 2-propanol. The precipitate was dried in vacuo, yielding 3.45 g (67%) of (+)-6-[(4-chlorophenyl)-(1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotriazole (comp. 1-e); enantiomeric excess: 97.4%.

Source