Analyzing the synthesis route of 1943-79-9

The synthetic route of 1943-79-9 has been constantly updated, and we look forward to future research findings.

1943-79-9, name is Phenyl methylcarbamate, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: Phenyl methylcarbamate

To a solution of amine 11 (0.8 g, 3.35 mmol) in 20 mL of DMSO,were added N-methylphenylcarbamate (0.76 g, 5.03 mmol) andtriethylamine (0.7 mL, 5.03 mmol). The mixture was stirred andheated at 60 C for 3 h, then hydrolyzed and extracted with CH2Cl2.The organic layer was washed with an aqueous solution of 1 M HCland water, dried over MgSO4, filtered and concentrated underreduced pressure. The obtained product was then purified by flashchromatography using a mixture of cyclohexane/ethyl acetate(8:2). Recrystallization from toluene gave 11f as a white solid (45%yield); Mp 142-144 C; 1H NMR (300 MHz, CDCl3): delta 7.98 (d, 1H,8.7 Hz), 7.62 (dd, 1H, 7.8 Hz and 1.2 Hz), 7.51 (dd, 1H, 7.8 Hz and1.2 Hz), 7.32 (t, 1H, 7.8 Hz), 6.92 (d, 1H, 8.7 Hz), 4.80 (br s, 1H), 4.23(br s, 1H), 4.09 (s, 3H), 3.60 (q, 2H, 6.6 Hz), 3.38 (t, 2H, 6.6 Hz), 2.67(d, 3H, 4.8 Hz); 13C NMR (75 MHz, CDCl3): delta 161.7,159.1,145.0,139.3,136.1, 130.2, 126.3, 125.1, 123.9, 112.7, 53.4, 41.6, 32.0, 27.1; IR (upsilon,cm-1, KBr): 3368 (NH), 3291 (NH), 1653 (C=O); MS (APCI, pos. 30V) m/z: [M+H]+, 260.30. HRMS (ESI+): m/z = calcd. for C14H17N3O2[M+H]+ 260.13935 found: 260.13831.

The synthetic route of 1943-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Landagaray, Elodie; Ettaoussi, Mohamed; Rami, Marouan; Boutin, Jean A.; Caignard, Daniel-Henri; Delagrange, Philippe; Melnyk, Patricia; Berthelot, Pascal; Yous, Said; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 621 – 631;,
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