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

HRID 35652Notes

Reaction equation

HRID 35652 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-23767629413b4618af692f9278c5bddb
Source dataset
uspto-grants-1988_08
Patent number
US04767765

Reaction notes

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