2,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-one → 6-methyl-3-[1-methyl-1-(3-chlorophenyl)ethyl]-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-one

HRID 1648190Notes

Reaction equation

HRID 1648190 reaction equation
[C:1]1([C:7]2[C:8](=[O:16])O[C:10](C)(C)[O:11][C:12]=2[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C=[N:18][C:19]([CH3:28])([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=1)[CH3:20]>>[CH3:13][C:12]1[O:11][CH2:10][N:18]([C:19]([CH3:28])([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=2)[CH3:20])[C:8](=[O:16])[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 131570242,2,6-Trimethyl-5-phenyl-2H,4H-1,3-dioxin-4-oneHCID 15300847N-methylene-1-methyl-1-(3-chlorophenyl)ethylamine2×

Product 1

HCID 199189486-methyl-3-[1-methyl-1-(3-chlorophenyl)ethyl]-5-phenyl-2,3-dihydro-4H-1,3-oxazin-4-oneYield 69.9%

Conditions

Temperature
0 °C

Procedure

A mixture of 5-phenyl-2,2,6-trimethyl-2H,4H-1,3-dioxin-4-one (1.0 g) and N-methylene-1-methyl-1-(3-chlorophenyl)ethylamine (Compound of Example 3) (0.76 g) was heated at 15 0° C. for 30 minutes for reaction. The reaction mixture was purified by silica gel chromatography to obtain the captioned compound (1.0 g).

Workup

  1. customThe reaction mixture was purified by silica gel chromatography

Sources & evidence

ORD record
ord-7282cd606f3b45d1a4b6c39e385160a4
Source dataset
uspto-grants-1995_07
Patent number
US05436224

Reaction notes

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