Ethanol → 3-[(4-Chlorophenylsulfonyl)Methyl]-1,2,4-Oxadiazole-5-Carboxylic Acid Hydrazide

HRID 26159Notes

Reaction equation

HRID 26159 reaction equation
[NH2:1][NH2:2].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][C:14]2[N:18]=[CH:17][O:16][N:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.[CH2:19]([OH:21])C>>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][C:14]2[N:18]=[C:17]([C:19]([NH:1][NH2:2])=[O:21])[O:16][N:15]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 702Ethanol2×HCID 9321HydrazineHCID 213248253-[(4-Chlorophenylsulfonyl)methyl]-1, 2,4-oxadiazole

Product 1

HCID 125339533-[(4-Chlorophenylsulfonyl)Methyl]-1,2,4-Oxadiazole-5-Carboxylic Acid Hydrazide

Procedure

Five ml. of 95% hydrazine (.15 moles) in ethanol was added slowly, with stirring, to 3-[(4-chlorophenylsulfonyl)methyl]-1, 2,4-oxadiazole, 5-carboxylic acid ethyl ester suspended in ethanol at 5° C. This reaction mixture was stirred in ice for 5 hours and then overnight at room temperature. The product was filtered off and recrystallized from ethanol to give 8 g. of the product, with m.p. 177° C.

Workup

  1. customovernight
  2. customat room temperature
  3. filtrationThe product was filtered off
  4. customrecrystallized from ethanol
  5. customto give 8 g

Sources & evidence

ORD record
ord-11ac96a8c6254d159ca92d9c6ba18d19
Source dataset
uspto-grants-1979_04
Patent number
US04148801

Reaction notes

Loading…