5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione → HCID 22646615, compound

HRID 393583Notes

Reaction equation

HRID 393583 reaction equation
[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[CH:5][C:4]=1[O:10][CH2:11][CH2:12][O:13][CH3:14])#[N:2].[CH3:15][C:16]1([CH3:27])[O:21][C:20](=[O:22])[C:19](=[CH:23]OC)[C:18](=[O:26])[O:17]1>C(O)C>[C:1]([C:3]1[CH:9]=[CH:8][C:6]([NH:7][CH:23]=[C:19]2[C:18](=[O:26])[O:17][C:16]([CH3:15])([CH3:27])[O:21][C:20]2=[O:22])=[CH:5][C:4]=1[O:10][CH2:11][CH2:12][O:13][CH3:14])#[N:2]

Participants

4

Reactant 2

HCID 1521115-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dioneHCID 226465404-Cyano-3-(2-methoxyethoxy)aniline

Product 1

HCID 22646615HCID 22646615, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Cyano-3-(2-methoxyethoxy)aniline (760 mg, 4 mmol) and 2,2-dimethyl-5-methoxymethylene-1,3-dioxane-4,6-dione (1.0 g, 5.4 mmol), (Montatsh. Chem. 1967, 98, 564), in ethanol (20 ml) was heated at reflux for 1 hour. The mixture was allowed to cool and the solid collected by filtration to give 5-((4-cyano-3-(2-methoxyethoxy)anilino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (840 mg, 61%) as an orange solid.

Workup

  1. temperatureat reflux for 1 hour
  2. temperatureto cool
  3. filtrationthe solid collected by filtration

Sources & evidence

ORD record
ord-f190273a76464d0ca1c6061415b6dc20
Source dataset
uspto-grants-2004_10
Patent number
US06809097B1

Reaction notes

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