2-Methoxyethanol → HCID 23048844, compound

HRID 2106768Notes

Reaction equation

HRID 2106768 reaction equation
[CH2:1]([N:5]1[C:10](=[O:11])[CH:9]=[N:8][N:7]([C:12]2[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=2)[C:6]1=[O:21])[CH2:2][CH2:3][CH3:4].S1C=CC=C1.COCCO.[H][H]>CO.[Pd]>[NH2:18][C:15]1[CH:14]=[CH:13][C:12]([N:7]2[C:6](=[O:21])[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:10](=[O:11])[CH:9]=[N:8]2)=[CH:17][CH:16]=1

Participants

7

Reactant 4

HCID 80192-MethoxyethanolHCID 8030ThiopheneHCID 23048843HCID 23048843, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23048844HCID 23048844, compoundYield 92.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 33.9 parts of 4-butyl-2-(4-nitrophenyl)-1,2,4-triazine-3,5(2H,4H)-dione, 2 parts of a solution of thiophene in methanol 4% and 400 parts of 2-methoxyethanol was hydrogenated at normal pressure and at room temperature with 3 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 29 parts (92.8%) of 2-(4-aminophenyl)-4-butyl-1,2,4-triazine-3,5(2H,4H)-dione as a residue (int. 28).

Workup

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

Sources & evidence

ORD record
ord-b9fc399318ef4a54977c0bc56a0c6c61
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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