Water → 4,6-Dimethoxyisatoic anhydride

HRID 130326노트

반응식

HRID 130326 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH2:14])[C:6](=[C:10]([O:12][CH3:13])[CH:11]=1)[C:7]([OH:9])=[O:8].Cl[C:16](Cl)([O:18]C(=O)OC(Cl)(Cl)Cl)Cl.O>O1CCCC1>[CH3:13][O:12][C:10]1[C:6]2[C:7](=[O:9])[O:8][C:16](=[O:18])[NH:14][C:5]=2[CH:4]=[C:3]([O:2][CH3:1])[CH:11]=1

참가 물질

5

반응물 3

HCID 962Water2회HCID 94429TriphosgeneHCID 116584562-Amino-4,6-dimethoxybenzoic acid

생성물 1

HCID 116010104,6-Dimethoxyisatoic anhydride수율 262.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a cooled (0° C.) brown solution of 4,6-dimethoxy anthranilic acid (76.0 g, 0.385 mol), prepared as in Example 2, in tetrahydrofuran (1.3 L) was added triphosgene (40.0 g, 0.135 mol) in portions over a 20 min period. After 30 min, the reaction was warmed to room temperature and stirred for an additional 1.5 h. The reaction mixture was poured into an Erlenmeyer flask containing water and cooled to 0° C. with an ice bath. Additional water was added to facilitate the stirring of the thick solid formed. After stirring for 30 min, the reaction mixture was filtered to give a beige solid. The solid was washed with water, air-dried, and then dried under high vacuum to give 79.2 g (92%) of the isatoic anhydride.

후처리

  1. temperatureTo a cooled
  2. additionThe reaction mixture was poured into an Erlenmeyer flask
  3. temperaturecooled to 0° C. with an ice bath
  4. stirringstirring of the thick solid
  5. customformed
  6. stirringAfter stirring for 30 min
  7. filtrationthe reaction mixture was filtered
  8. customto give a beige solid
  9. washThe solid was washed with water
  10. customair-dried
  11. customdried under high vacuum

출처 및 근거

ORD 기록
ord-806e20c2ebcb41a887e211376dfeb163
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381730B2

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