Imidazole → HCID 21520143, compound

HRID 1282729Notes

Reaction equation

HRID 1282729 reaction equation
[CH3:1][C:2]1[C:3](=O)[O:4][C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=2[CH3:17])=[CH:6][C:7]=1[CH3:8].Cl.[NH2:20][OH:21].N1C=CN=C1>>[OH:21][N:20]1[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][C:11]=2[CH3:17])=[CH:6][C:7]([CH3:8])=[C:2]([CH3:1])[C:3]1=[O:4]

Participants

4

Reactant 3

HCID 795ImidazoleHCID 443297Hydroxyamine hydrochlorideHCID 21520200HCID 21520200, compound

Product 1

HCID 21520143HCID 21520143, compoundYield 59.3%

Procedure

1 g of 3,4-dimethyl-6-(2,4-dimethylbenzyl)-2-pyrone, 0.5 g of hydroxylamine hydrochloride and 3 g of imidazole were heated for 8 hours to 75° C and then worked up in the usual manner. There were obtained 0.63 g (59 %) of 1-hydroxy-3,4-dimethyl-6-(2,4-dimethylbenzyl)-2-pyridone melting at 141° C (Calc.: 5.4 % N; found: 5.6 % N). When using pyridine instead of imidazole under otherwise equal reaction conditions, the yield was 0.003 g (0.3 %).

Sources & evidence

ORD record
ord-065cbe4231ca456693702c9a8adb8483
Source dataset
uspto-grants-1976_08
Patent number
US03972888

Reaction notes

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