2,2,6-Trimethyl-4H-1,3-dioxin-4-one → 2-Ethyl-6-methyl-4-oxo-N-phenyl-4H-pyran-3-carboxamide

HRID 649307Notes

Reaction equation

HRID 649307 reaction equation
[O:1]=[C:2]([CH2:13][CH3:14])[CH2:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5].CC1(C)[O:21][C:20](=O)[CH:19]=[C:18]([CH3:23])O1.C(C1(C)OC(=O)C=C(C)O1)C>>[CH2:13]([C:2]1[O:1][C:18]([CH3:23])=[CH:19][C:20](=[O:21])[C:3]=1[C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:5])[CH3:14]

Participants

4

Reactant 3

HCID 793682,2,6-Trimethyl-4H-1,3-dioxin-4-oneHCID 10534915HCID 10534915, compoundHCID 13352902HCID 13352902, compound

Product 1

HCID 138540122-Ethyl-6-methyl-4-oxo-N-phenyl-4H-pyran-3-carboxamideYield 49%

Procedure

The title compound was prepared from 3-oxo-N-phenylvaleramide (m.p. 84.0°-85.5° C.) and 2,2,6-trimethyl-4H-1,3-dioxin-4-one, instead of 2-ethyl-2,6-dimethyl-4H-1,3-dioxin-4-one in Example 15, as the raw materials in a similar way to the method described in Example 15. (Yield: 49%) m.p.: 154.5°-156° C.

Sources & evidence

ORD record
ord-b3e21a4532f6459dbc07a1cbcf63ca0c
Source dataset
uspto-grants-1988_04
Patent number
US04739083

Reaction notes

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