HCID 70059102, compound → HCID 20557524, compound

HRID 1660139Notes

Reaction equation

HRID 1660139 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]1[C:23](=[O:24])[N:7]2[C@H:8]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:9]=[CH:10][C@H:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:6]2[C:5]1=[O:25]>C(O)C.[Pd]>[Cl:1][CH2:2][CH2:3][N:4]1[C:23](=[O:24])[N:7]2[CH:8]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:9][CH2:10][CH:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:6]2[C:5]1=[O:25]

Participants

4

Reactant 1

HCID 70059102HCID 70059102, compound

Product 1

HCID 20557524HCID 20557524, compoundYield 66%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 23938PalladiumSolvent

Procedure

4.73 g (0.013 mol) of ethyl cis-2-(2-chloroethyl)-2,3,5,8-tetrahydro-1,3-dioxo-8-phenyl-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate were dissolved in 300 ml of ethanol and hydrogenated in the presence of 10% palladium-on-charcoal at room temperature. The catalyst was filtered off and the filtrate was evaporated to give 3.13 g (66%) of ethyl 2,3,5,6,7,8-hexahydro-2-(2-chloroethyl)-1,3-dioxo-8-phenyl-1H-1,2,4-triazolo[1,2-a]pyridazine-5-carboxylate of melting point 87°-89° C. (from ethanol).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-67d322273fca42648e3e4153f5f6294a
Source dataset
uspto-grants-1981_12
Patent number
US04307094

Reaction notes

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