Introduction of a new synthetic route about 19056-40-7

Statistics shows that 19056-40-7 is playing an increasingly important role. we look forward to future research findings about 4-Bromo-3-methoxyaniline.

19056-40-7, name is 4-Bromo-3-methoxyaniline, belongs to ethers-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. 19056-40-7

Step 1. 5-({[4-bromo-3-(methyloxy)phenyl]amino}methylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione: 2,2-dimethyl-1,3-dioxane-4,6-dione (8.5 g, 58 mmol) in trimethyl orthoformate (50 mL, 450 mmol) was refluxed at 105 C for 1 hr. 4-Bromo-3-methoxyaniline (10.5 g, 50.4 mmol) was then added and refluxing was continued for and additional hour. The suspension was filtered, and the solid was washed with MeOH and vacuum dried to yield 5-({[4-bromo-3-(methyloxy)phenyl]amino}methylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione (17 g, 49 mmol, 96 % yield). 1H NMR (400 MHz, DMSO-d) delta ppm 1.68 (s, 6H), 3.90 (s, 3H), 7.11 (dd, J = 8.6 Hz, 2 Hz, 1H), 7.43 (d, J= 2 Hz, 1H), 7.59 (d, J= 8.6 Hz, 1H), 8.64 (s, 1H), 11.23 (br. s., 1H).

Statistics shows that 19056-40-7 is playing an increasingly important role. we look forward to future research findings about 4-Bromo-3-methoxyaniline.

Reference:
Patent; GlaxoSmithKline Intellectual Property Development Limited; BURY, Michael, Jonathan; CASILLAS, Linda, N.; CHARNLEY, Adam, Kenneth; HAILE, Pamela, A.; MARQUIS, Robert, W., Jr.; MEHLMANN, John, F.; ROMANO, Joseph, J.; SINGHAUS, Robert, R.; WANG, Gren, Z.; (83 pag.)EP2680844; (2016); B1;,
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