Hydrazine hydrate (1:1) → HCID 5271196, compound
Reaction equation
C([O:3][C:4]([C:6]1[CH:25]=[CH:24][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]2[O:22][N:21]=[C:20]([CH3:23])[CH:19]=2)=[CH:8][CH:7]=1)=O)C.O.[NH2:27][NH2:28]>>[NH:27]([C:4]([C:6]1[CH:25]=[CH:24][C:9]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:18]2[O:22][N:21]=[C:20]([CH3:23])[CH:19]=2)=[CH:8][CH:7]=1)=[O:3])[NH2:28]Participants
3
Conditions
- Temperature
- 0 °C
Procedure
A mixture of 3.0 g (0.086 mole) of 5-[7-(4-ethoxycarbonylphenoxy)heptyl]-3-methylisoxazole (Example 22) and 10 ml of hydrazine hydrate was heated at reflux for six hours. The reaction mixture was cooled to 0° C. whereupon the solid product separated. The latter was collected, washed and dried in vacuo to give 2.6 g of 5-[7-(4-hydrazinocarbonylphenoxy)heptyl]-3-methylisoxazole, m.p. 121°-122° C., MIC vs. rhinovirus Type 2 in vitro=0.64 μg/ml.