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Acetic Anhydride → 5,7-Dichloro-1,2,3,4-tetrahydroquinoline-2,3,4-trione-3-acetyloxime

HRID 266930
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반응식

HRID 266930 반응식
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:16])[C:5](=[N:14][OH:15])[C:6](=[O:13])[NH:7]2.[C:17](OC(=O)C)(=[O:19])[CH3:18]>CS(C)=O>[C:17]([O:15][N:14]=[C:5]1[C:4](=[O:16])[C:3]2[C:8](=[CH:9][C:10]([Cl:12])=[CH:11][C:2]=2[Cl:1])[NH:7][C:6]1=[O:13])(=[O:19])[CH3:18]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 178517235HCID 178517235, 화합물

생성물 1

HCID 539062125,7-Dichloro-1,2,3,4-tetrahydroquinoline-2,3,4-trione-3-acetyloxime수율 97%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

To a solution of 201 mg (0.776 mmole) of 17b in 2 mL of DMSO was added 0.4 mL of acetic anhydride and the solution was stirred overnight. Solid precipitate was observed after about 1 hr. To the mixture was added 10 mL of ice-water and the mixture was stirred until all of the ice melted. The mixture was filtered and washed with water, and dried to leave 228 mg (97%) of 18b as a yellow solid, mp 194°-195° C. 1H NMR (DMSO-d6), 2.292 (s, 3), 7.095 (m, 1), 7.34 (m, 1), 11.39 (s, 0.4), 11.51 (s, 0.6).

후처리

  1. waitSolid precipitate was observed after about 1 hr
  2. filtrationThe mixture was filtered
  3. washwashed with water
  4. customdried

출처 및 근거

ORD 기록
ord-0709efce11104de8b844e8e6fcc28eff
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05652368

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