4-AMINO-3,5-DIMETHYL-BENZOIC ACID METHYL ESTER synthesis
- Product Name:4-AMINO-3,5-DIMETHYL-BENZOIC ACID METHYL ESTER
- CAS Number:3095-48-5
- Molecular formula:C10H13NO2
- Molecular Weight:179.22
3277-04-1
3095-48-5
Scheme 5, Step B. To a solution of methyl 3,5-dimethyl-4-nitrobenzoate (10.0 g, 0.0478 mol) in methanol (100 mL) at 0°C was sequentially added iron powder (15.7 g, 0.2869 mol) and 37% hydrochloric acid (1.72 g, 0.0478 mol). The reaction mixture was heated to 80 °C and kept for 16 hours. After completion of the reaction, the mixture was cooled to room temperature, filtered through a Celite TM bed and the filter cake was washed with methanol. The filtrate was concentrated to dryness to afford methyl 4-amino-3,5-dimethylbenzoate as an unpurified solid (7.8 g, 99% yield). Mass spectrum (m/z): 180.2 (M + 1).
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3095-48-5
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Yield:-
Steps:
Multi-step reaction with 2 steps
1.1: N-chlorosuccinimide / CH2Cl2 / 0.5 h / 20 °C
1.2: 48 percent / Et3N / 5 h / Heating
2.1: 88 percent / H2 / Raney Ni / ethanol / 1 h / 20 °C
References:
Teramoto, Shuji;Tanaka, Michinori;Shimizu, Hiroshi;Fujioka, Takafumi;Tabusa, Fujio;Imaizumi, Takashi;Yoshida, Kenji;Fujiki, Hiroyuki;Mori, Toyoki;Sumida, Takumi;Tominaga, Michiaki [Journal of Medicinal Chemistry,2003,vol. 46,# 14,p. 3033 - 3044]
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![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
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