ChemicalBook CAS DataBase List 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 synthesis

5synthesis methods

Product Name:4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-2-methoxy-benzoic acid methyl ester
CAS Number:205448-64-2
Molecular formula:C16H17NO7
Molecular Weight:335.31

2033-24-1 Synthesis

2033-24-1
652 suppliers
$6.00/25g

27492-84-8 Synthesis

27492-84-8
314 suppliers
$6.00/5g

149-73-5 Synthesis

149-73-5
531 suppliers
$12.00/5g

4-[(2,2-Dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidenemethyl)-amino]-2-methoxy-benzoic acid methyl ester

205448-64-2
79 suppliers
$25.00/250mg

Yield:205448-64-2 89.62%

Reaction Conditions:

in isopropyl alcohol at 90; for 1 h;

Steps:

Methyl 2-methoxy-4-amino-benzoate (500.00 g, 2.76 mol), 2,2-dimethyl-1,3-dioxane-4,6-dione (397.73 g, 2.76 mol) and trimethyl orthoformate (292.84 g, 2.76 mol) were added to isopropanol (5.00 L). The reaction solution was heated up to an outer temperature of 90 °C and kept refluxing for 1 hour. The completion of the reaction was detected by TLC. The reaction solution was cooled to an outer temperature of 20 °C in an ice bath and then filtered. The solid was washed with MTBE (300 ml * 2) and then concentrated to dryness in a water bath. Compound 1A (873.00 g, 2.47 mol, the yield was 89.62% and the purity was 95%) was obtained as a light red powder. NMR (DMSO) demonstrated that the product was correct. ¹H NMR (400 MHz, DMSO-d₆) ppm 1.67 (s, 6 H) 3.76 (s, 3 H) 3.86 (s, 3 H) 7.19 (dd, J=8.41, 1.63 Hz, 1 H) 7.43 (d, J=1.25 Hz, 1 H) 7.71 (d, J=8.28 Hz, 1 H) 8.69 (d, J=10.04 Hz, 1 H) 11.25 (d, J=9.03 Hz, 1 H)

References:

GUANGDONG ZHONGSHENG PHARMACEUTICAL CO., LTD;LONG, Chaofeng;CHEN, Zhengxia;CHEN, Xiaoxin;ZHANG, Yang;LIU, Zhuowei;LI, Peng;CHEN, Shuhui;LIANG, Guibai;XIE, Cheng;LI, Zhengwei;FU, Zhifei;HU, Guoping;LI, Jian EP3293177, 2018, A1 Location in patent:Paragraph 0199; 0200

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