2-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-one → 3-(6-Fluoro-3-methyl-1,2-benzisoxazol-5-yl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione

HRID 277363

반응식

HRID 277363 반응식
[NH2:1][C:2]1[C:3]([F:12])=[CH:4][C:5]2[O:9][N:8]=[C:7]([CH3:10])[C:6]=2[CH:11]=1.CN(C)[C:15]1[O:16][C:17](=[O:25])[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[N:20]=1>C(O)(=O)C>[F:12][C:3]1[C:2]([N:1]2[C:17](=[O:25])[CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[NH:20][C:15]2=[O:16])=[CH:11][C:6]2[C:7]([CH3:10])=[N:8][O:9][C:5]=2[CH:4]=1

참가 물질

4

반응물 2

HCID 37238622-(dimethylamino)-4-(trifluoromethyl)-6H-1,3-oxazin-6-oneHCID 183144706-Fluoro-3-methylbenzo[d]isoxazol-5-amine

생성물 1

HCID 183145023-(6-Fluoro-3-methyl-1,2-benzisoxazol-5-yl)-6-(trifluoromethyl)-2,4(1H,3H)-pyrimidinedione수율 73.3%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 5-amino-6-fluoro-3-methyl-1,2-benzisoxazole (4.85 g, 0.029 mol) and 2-dimethylamino-4-(trifluoromethyl)-6H-1,3-oxazin-6-one (6.70 g, 0.0320 mol) in acetic acid is refluxed for 90 minutes, cooled to room temperature, and poured into an ice-water mixture. The resultant aqueous mixture is filtered to obtain a solid. The solid is air-dried and dissolved in ethyl acetate. The resultant organic solution is washed with brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as a yellow solid (7.00 g, mp 235-237° C.) which is identified by NMR spectral analyses.

후처리

  1. temperatureis refluxed for 90 minutes
  2. filtrationThe resultant aqueous mixture is filtered
  3. customto obtain a solid
  4. customThe solid is air-dried
  5. dissolutiondissolved in ethyl acetate
  6. washThe resultant organic solution is washed with brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-4ce46596b9ed4e759054c3cee9135dc7
출처 데이터셋
uspto-grants-2002_03
특허 번호
US06355796B1

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