4-Ethyl-3-thiosemicarbazide → N-Ethyl-N[3-[3-(ethylamino)-1,2,4-triazolo-[4,3-b]pyridazin-6-yl]phenyl]acetamide

HRID 329647Notes

Reaction equation

HRID 329647 reaction equation
[CH2:1]([N:3]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]2[N:14]=[N:15][C:16](Cl)=[CH:17][CH:18]=2)[CH:8]=1)[C:4](=[O:6])[CH3:5])[CH3:2].[CH2:20]([NH:22][C:23](=S)[NH:24][NH2:25])[CH3:21]>C(O)C>[CH2:1]([N:3]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([C:13]2[CH:18]=[CH:17][C:16]3[N:15]([C:23]([NH:22][CH2:20][CH3:21])=[N:24][N:25]=3)[N:14]=2)[CH:8]=1)[C:4](=[O:6])[CH3:5])[CH3:2]

Participants

4

Reactant 2

HCID 15517804-Ethyl-3-thiosemicarbazideHCID 14280297N-Ethyl-N-[3-(6-chloro-3-pyridazinyl)phenyl]acetamide

Product 1

HCID 15595692N-Ethyl-N[3-[3-(ethylamino)-1,2,4-triazolo-[4,3-b]pyridazin-6-yl]phenyl]acetamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 7.0 g N-ethyl-N-[3-(6-chloro-3-pyridazinyl) phenyl]acetamide and 6.0 g 4-ethyl-3-thiosemicarbazide in 200 ml ethanol was refluxed for 18 hours. The mixture was then worked up and the product chromatographed as described in Example 70. Recrystalization of the product from dichloromethane-hexane afforded 2.1 g yellow flakes mp 171°-172° C.

Workup

  1. customthe product chromatographed
  2. customRecrystalization of the product from dichloromethane-hexane
  3. customafforded 2.1 g yellow flakes mp 171°-172° C.

Sources & evidence

ORD record
ord-a8551790e79848f9a833dc767c14831e
Source dataset
uspto-grants-1990_01
Patent number
US04892873

Reaction notes

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