تفاعل #657349

ord-a369aaa1b46948c3b632be5438e216a0

معادلة التفاعل

COc1ccc(N)c(C(=O)O)c1
5-methoxyanthranilic acid
CC(=O)OC(C)=O
acetic anhydride
COc1ccc2nc(C)oc(=O)c2c1
title compound
المردود 77.0%
COc1ccc2nc(C)oc(=O)c2c1
2-methyl-6-(methyloxy)-4H-3,1-benzoxazin-4-one
المردود 77.0%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةbefore being cooled
  2. 2
    تركيزconcentrated under reduced pressure
  3. 3
    تركيزThe crude residue was then concentrated twice in the presence of toluene
  4. 4
    ترشيحbefore being filtered
  5. 5
    غسيلwashed with ether

الإجراء التجريبي

A solution of 5-methoxyanthranilic acid (7.8 g, 46.5 mmol) was refluxed in acetic anhydride (60 mL) for 2 h15 before being cooled and concentrated under reduced pressure. The crude residue was then concentrated twice in the presence of toluene before being filtered and washed with ether to yield to the title compound (6.8 g, 77% yield) as a beige solid; LC/MS: m/z 192 [M+H]+, Rt 1.69 min.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09023842B2uspto-grants-2015_05