| Identification | Back Directory | [Name]
4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-2-methoxy-benzoic acid methyl ester | [CAS]
205448-64-2 | [Synonyms]
lenvaint-B
idene)methyL
4-(((2,2-dimethyL
)amino)-2-methoxybenzoate
-4,6-dioxo-1,3-dioxan-5-yL
METHYL4-[(2,2-DIMETHYL-4,6
methyl 4-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methylamino)
4-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methylamino)-2-methoxybenzoate
Methyl 4-(((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl)amino)-2-methoxybenzoate
4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-2-methoxy-benzoic acid methyl ester
4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-2-methoxy-benzoic acid methyl ester 4-
Benzoic acid, 4-[[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)methyl]amino]-2-methoxy-, methyl ester | [Molecular Formula]
C16H17NO7 | [MDL Number]
MFCD26395147 | [MOL File]
205448-64-2.mol | [Molecular Weight]
335.31 |
| Chemical Properties | Back Directory | [Boiling point ]
547.8±50.0 °C(Predicted) | [density ]
1.360±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [pka]
-3?+-.0.40(Predicted) | [Appearance]
Off-white to yellow Solid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of methyl 4-((2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)methylamino)-2-methoxybenzoate from 5-(methoxymethylenyl)-2,2-dimethyl-1,3-dioxane-4,6-dione and 2-methoxy-4-aminobenzoic acid methyl ester was as follows: first, 2-methoxy-4-aminobenzoic acid methyl ester (14.15 g, 78 mmol) was suspended in isopropanol and heated at 50 °C. Subsequently, 5-(methoxymethylenyl)-2,2-dimethyl-1,3-dioxohexane-4,6-dione (14.8 g, 80 mmol) was added in batches over 10 min. The reaction mixture was heated to reflux for 30 minutes. After completion of the reaction, the mixture was cooled to room temperature and the precipitate formed was collected by filtration. The precipitate was washed with isopropanol and dried under vacuum to afford the target product 5-((3-methoxy-4-methoxycarbonylanilino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (25.2 g, 96% yield). | [References]
[1] Patent: US6809097, 2004, B1. Location in patent: Page column 67
[2] Patent: EP1724268, 2006, A1. Location in patent: Page/Page column 48
[3] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1649 - 1667
[4] Journal of Medicinal Chemistry, 2008, vol. 51, # 6, p. 1668 - 1680 |
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