[N-(3',4'methylenedioxy)phenylethyl] formamidobenzoic acid derivative, its preparation method and uses
A technology of methylenedioxy and phenylethyl, applied in the application field of liver protection drugs, can solve the problems of many side effects, high price and low efficiency
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0082] Sodium 2-[N-(3',4'methylenedioxy)phenylethyl]formamidobenzoate
[0083]
[0084]Dissolve 20.02g of phthalic anhydride in 120mL of acetone, add 22.3g of (3', 4'methylenedioxy)phenethylamine dropwise under stirring at room temperature, drop it in 10 minutes, continue to stir for 2 hours, and the precipitate gradually precipitates out , filtered, and the resulting white solid was recrystallized in 95% ethanol (w / v: 2 g / mL). 38.0 g of 2-[N-(3',4'methylenedioxy)phenylethyl]formamidobenzoic acid was obtained as white needle crystals. m.p.142-143℃
[0085] 1 HNMR (300MHz, CD 3 OD, δppm): 2.76(t, 2H, J=6.9Hz, H-9), 3.45(t, 2H, J=6.9Hz, H-8), 5.83(s, 2H, H-7'), 6.7 -7.9 (m, 7H, Ar-H)
[0086] Elemental analysis: theoretical value: C65.17%, H4.79%, N4.47%; measured value: C65.23%, H4.69%, N4.60%
[0087] IR (KBr, cm -1 ): 3307, 3300-2500 (br.), 1730, 1628, 1600, 1577, 1500, 1489, 1300, 1248, 1039, 937, 924, 876, 766, 700
[0088] Dissolve 939 mg of 2-[N-(3',4'methylene...
Embodiment 2
[0090] 3-Nitro-2-[N-(3’,4’methylenedioxy)phenylethyl]formamidobenzoic acid
[0091]
[0092] Dissolve 0.989g of 3-nitrophthalic anhydride in acetone, add dropwise 0.99ml of (3',4'methylenedioxy)phenethylamine under stirring at room temperature, drop it in 10 minutes, and continue stirring for 2 hours. The precipitate gradually separated out and was filtered, and the obtained white solid was recrystallized in 95% ethanol. 1.35 g of the desired compound was obtained as a pale yellow solid. m.p.168-169℃
[0093] 1 HNMR (300MHz, CD 3 OD, δppm): 2.82(t, 2H, J=7.2Hz, H-9), 3.50(t, 2H, J=7.2Hz, H-8), 5.98(s, 2H, H-7'), 6.74 (m+s, 3H, H-5', H-6', H-2'), 7.73-8.29 (m, 3H, H-4, H-5, H-6). ESIMS: 359(M+1)
Embodiment 3
[0095] 6-Methyl-2-[N-(3',4'methylenedioxy)phenylethyl]formamidobenzoic acid
[0096]
[0097] Method is with embodiment 2. 0.908 g of 3-methylphthalic anhydride was used instead of 3-nitrophthalic anhydride. Diethyl ether was used instead of acetone, and the obtained white solid was recrystallized in 80% ethanol (w / v: 2 g / ml) after filtration. 1.3 g of the desired compound was obtained as white needle crystals. m.p.113-115℃
[0098] 1 HNMR (300MHz, CD 3 OD, ppm): 2..19(s, 3H, CH 3 -6), 2.82(t, 2H, J=7.5Hz, H-9), 3.48(t, 2H, J=7.5Hz, H-8), 5.83(s, 2H, H-7'), 6.70 (m+s, 3H, H-5', H-6', H-2'), 7.24-7.80(m, 3H, H-3, H-4, H-5)
[0099] ESIMS: 328(M+1)
PUM

Abstract
Description
Claims
Application Information

- Generate Ideas
- Intellectual Property
- Life Sciences
- Materials
- Tech Scout
- Unparalleled Data Quality
- Higher Quality Content
- 60% Fewer Hallucinations
Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.
© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com