Hydrazine hydrate (1:1) → HCID 5271196, compound

HRID 544614Notes

Reaction equation

HRID 544614 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

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 5271190Ethyl 4-{[7-(3-methyl-1,2-oxazol-5-yl)heptyl]oxy}benzoate

Product 1

HCID 5271196HCID 5271196, compound

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.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for six hours
  3. customseparated
  4. customThe latter was collected
  5. washwashed
  6. customdried in vacuo

Sources & evidence

ORD record
ord-b53cb35b13b84965aa8235e922a25aab
Source dataset
uspto-grants-1984_05
Patent number
US04451476

Reaction notes

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