HCID 12056523, compound → HCID 12056522, compound

HRID 1883621Notes

Reaction equation

HRID 1883621 reaction equation
[OH:1][CH2:2][C:3]1[N:4]([CH2:10][C:11]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]=[CH:13][C:12]=2[CH3:23])[C:5](=[O:9])[N:6]([CH3:8])[N:7]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[N:4]([CH2:10][C:11]2[CH:16]=[C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:14]=[CH:13][C:12]=2[CH3:23])[C:5](=[O:9])[N:6]([CH3:8])[N:7]=1)=[O:1]

Participants

4

Reactant 1

HCID 12056523HCID 12056523, compound

Product 1

HCID 12056522HCID 12056522, compoundYield 66.5%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

6.52 g (21.2 mmol) of 5-hydroxymethyl-2-methyl-4-(2-methyl-5-phenylbenzyl-)2,4-dihydro-3H-1,2,4-triazol-3-o ne and 14 g of active manganese dioxide were stirred for 6 hours in nitrogen atmosphere under reflux with heating in 63 ml of chloroform. The reaction solution was filtrated through celite, and the filtrate was concentrated. The residue was subjected to silica gel column chromatography (eluant:hexane:ethyl acetate=1:1), to obtain 4.32 g (14.1 mmol) of 5-formyl-2-methyl-4-(2-methyl-5-phenylbenzyl)-2,4-dihydro-3H-1,2,4-triazol-3-one.

Workup

  1. temperatureunder reflux
  2. filtrationThe reaction solution was filtrated through celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a455b4eb61d24615b0ec7fdb32c2a3b7
Source dataset
uspto-grants-2004_07
Patent number
US06762197B2

Reaction notes

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