1-(6'-Methoxycarbonyl-n-hex-2-enyl)-4-methyl-1,2,4-triazolidine-3,5,-dione → Methyl 7-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-YL)heptanoate

HRID 1164140Notes

Reaction equation

HRID 1164140 reaction equation
[CH3:1][O:2][C:3]([CH2:5][CH2:6][CH2:7][CH:8]=[CH:9][CH2:10][N:11]1[C:15](=[O:16])[N:14]([CH3:17])[C:13](=[O:18])[NH:12]1)=[O:4].[H][H]>C(COC)OC.[Pd]>[CH3:1][O:2][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15](=[O:16])[N:14]([CH3:17])[C:13](=[O:18])[NH:12]1)=[O:4]

Participants

5

Reactant 2

HCID 538819771-(6'-Methoxycarbonyl-n-hex-2-enyl)-4-methyl-1,2,4-triazolidine-3,5,-dioneHCID 178418361HCID 178418361, compound

Product 1

HCID 12953298Methyl 7-(4-methyl-3,5-dioxo-1,2,4-triazolidin-1-YL)heptanoateYield 98.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 80711,2-DimethoxyethaneSolvent

Procedure

The 1-(6'-methoxycarbonyl-n-hex-2-enyl)-4-methyl-1,2,4-triazolidine-3,5-dione (12.4 g, 0.0486 mol) was dissolved in dimethoxyethane (200 ml) and 10% palladium on charcoal (3 g) was added and the resultant mixture was allowed to take up hydrogen (ca. 1100 mls). After the reaction was complete the resultant mixture was filtered through a kieselguhr bed and the filtrate evaporated in vacuo to afford 1-(6'-methoxycarbonyl-n-hexyl)-4-methyl-1,2,4-triazolidine-3,5-dione (12.3 g). m.p. 80°-1°.

Workup

  1. filtrationwas filtered through a kieselguhr bed
  2. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-534ddf2748734bf596ca335088d8f4e0
Source dataset
uspto-grants-1983_01
Patent number
US04367338

Reaction notes

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