Benzenepropanoyl chloride → HCID 178418272, 화합물

HRID 3122

반응식

HRID 3122 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]([OH:18])=[C:7]3[C:15](=[O:16])[NH:14][NH:13][C:12](=[O:17])[C:8]3=[N:9][C:10]=2[CH:11]=1.[C:19](Cl)(=[O:28])[CH2:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>N1C=CC=CC=1.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]([OH:18])=[C:7]3[C:15]([O:16][C:19](=[O:28])[CH2:20][CH2:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[N:14][NH:13][C:12](=[O:17])[C:8]3=[N:9][C:10]=2[CH:11]=1

참가 물질

5

반응물 2

HCID 64801Benzenepropanoyl chlorideHCID 178418421HCID 178418421, 화합물

생성물 1

HCID 178418272HCID 178418272, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 1049Pyridine용매

실험 절차

A mixture of 7-chloro-2,3-dihydro-10-hydroxypyridazino[4,5-b]quinoline-1,4-dione (0.60 g, 2.3 mM), as prepared in Example 2, and hydrocinnamoyl chloride (1.15 g, 6.84 mM) in pyridine (9 mL) was refluxed for 1 hr. Upon cooling to room temperature, the solution solidified. After 2 hr at room temperature, the mixture was diluted with water (60 mL) and the solids broken up with a glass rod to provide a free-flowing aqueous suspension which was stirred for 1 hr. The solids were collected, washed with water (10 mL), and resuspended in 50% aqueous methanol (60 mL). After stirring for 15 minutes, this suspension was filtered and the collected solids were washed with 50% aqueous methanol (10 mL) and then sucked dry under a stream of nitrogen to provide a tan solid. This material was dried for 2.5 days in vacuo (50 mTorr) at 100° C. and then was recrystallized from dimethylsulfoxide/methanol. The title compound was obtained (0.40 g, 44%), after drying 24 hr in vacuo (50 mTorr) at 100° C., as an off-white powder, mp>300° C.

후처리

  1. temperaturewas refluxed for 1 hr
  2. customto provide a free-flowing aqueous suspension which
  3. customThe solids were collected
  4. washwashed with water (10 mL)
  5. stirringAfter stirring for 15 minutes
  6. filtrationthis suspension was filtered
  7. washthe collected solids were washed with 50% aqueous methanol (10 mL)
  8. customsucked dry under a stream of nitrogen
  9. customto provide a tan solid
  10. customThis material was dried for 2.5 days in vacuo (50 mTorr) at 100° C.
  11. customwas recrystallized from dimethylsulfoxide/methanol

출처 및 근거

ORD 기록
ord-4afa85f5bd694c988e0706bc73077ac1
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733910

연결된 노트

불러오는 중…