New learning discoveries about C9H13NO

The synthetic route of 3-Isopropoxyaniline has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 41406-00-2, name is 3-Isopropoxyaniline, 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. Formula: C9H13NO

EXAMPLE A; 3-(3-Isopropoxy-phenyl)-2-thioxo-2,3-dhydr-1H-quinazolin-4-one To a solution of 3-isopropoxy aniline (6.0 g, 40 mmol) in 150 ml of CHCl3 was added dropwise thiophos-gene (2.81 ml, 44 mmol) at 0 C. After the addition of thiophosgene, triethylamine (7.0 ml, 48 mmol) was added slowly and the reaction mixture was stirred for 2 hours at room temperature. It was then concentrated and diluted with 200 ml of ethyl acetate. The triethylamine hydrochloride salt was filtered off and the filtrate was concentrated to yield crude 3-isopropoxyphenyl isothiocyanate.The crude 3-isopropoxyphenyl isothiocyanate was dissolved in 150 ml of acetic acid, and anthranilic acid (6.04 g, 44 mmol) was added. The resulting reaction mixture was refluxed for 16 hours and then cooled to room temperature. The white solid was separated which was filtered to yield 9.0 g of the title compound (72.1%) mp 288-290 C.

The synthetic route of 3-Isopropoxyaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US6897213; (2005); B1;,
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