These common heterocyclic compound, 6228-73-5, name is Cyclopropanecarboxamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. SDS of cas: 6228-73-5
Step 1 : 4-(Chloromethyl)-2-cyclopropylthiazole[0174] To a slurry of cyclopropanecarboxamide (10 g, 0.12 mol) in MTBE (150 rnL) was charged P2S5 (5 g, 12 mmol). The mixture was heated to 100 0C for 2 h (monitored by TLC, EtOAc/hexane 1 :1) and cooled to room temperature. Supernatant was decanted and concentrated to afford the intermediate thioamide (6 g, 56%) as a light yellow solid. MS (ES) m/z 102.1 (M+ H+)). This was suspended in acetone (100 mL) and charged with 1,3- dichloroacetone (7.0 g, 0.055 mol). The mixture was heated to reflux for 8 h (monitored by TLC, EtOAc/hexane 1 :1), cooled to room temperature and concentrated. The residue was purified by silica gel chromatography using 2 to 10% EtOAc in hexane to afford the title compound (8.0 g, 79%) as a light brown oil. 1H NMR (400 MHz, CDCl3) delta 7.02 (s, IH), 4.62 (s, 2H), 2.32 (m, IH), 1.16 (m, 2H), 1.05 (m, 2H). MS (ES) m/z 174.1 (M+ H+).
The synthetic route of Cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pinchen; GLEASON, Mark, M.; JAEN, Juan, C.; LI, Lianfa; MCMAHON, Jeffrey, P.; POWERS, Jay; ZENG, Yibin; ZHANG, Penglie; WO2010/54006; (2010); A1;,
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