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1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 89767940, 화합물

HRID 591481
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HRID 591481 반응식
Cl[C:2]1[C:6]2[CH:7]=[CH:8][C:9]([O:11][CH2:12][C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=3[Cl:20])=[CH:10][C:5]=2[S:4][C:3]=1[C:21]([NH2:23])=[O:22].C1CCN2C(=NCCC2)CC1.C(N)(=[S:37])C>CN(C=O)C.Cl>[Cl:20][C:14]1[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=1[CH2:12][O:11][C:9]1[CH:8]=[CH:7][C:6]2[C:2]([SH:37])=[C:3]([C:21]([NH2:23])=[O:22])[S:4][C:5]=2[CH:10]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 2723949ThioacetamideHCID 89767843HCID 89767843, 화합물

생성물 1

HCID 89767940HCID 89767940, 화합물수율 21.6%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a mixture of 3-chloro-6-((2,4-dichlorobenzyl)oxy)-1-benzothiophene-2-carboxamide (193.6 mg) in DMF (dry) (2.5 mL) were added DBU (0.225 mL) and thioacetamide (113 mg). The mixture was stirred at 80° C. for 5.5 h. After cooling, the mixture was diluted with 1N HCl and extracted with EtOAc. The combined organic layer was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo. The precipitate was washed with hexane and THF to give the title compound (41.6 mg).

후처리

  1. temperatureAfter cooling
  2. extractionextracted with EtOAc
  3. washThe combined organic layer was washed successively with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. washThe precipitate was washed with hexane and THF

출처 및 근거

ORD 기록
ord-83f6ddd1d5ad4db1ae251e0d95572eb3
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238639B2

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