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Triethylamine → N-butyl-N-(1,1-dioxo-2,3-dihydro-1H-benzo[b]thiophen-3-yl)methanesulfonamide

HRID 850022
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HRID 850022 반응식
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[CH2:6]([NH:10][CH:11]1[CH2:15][S:14](=[O:17])(=[O:16])[C:13]2[CH:18]=[CH:19][CH:20]=[CH:21][C:12]1=2)[CH2:7][CH2:8][CH3:9].C(N(CC)CC)C>C1COCC1>[CH2:6]([N:10]([CH:11]1[CH2:15][S:14](=[O:17])(=[O:16])[C:13]2[CH:18]=[CH:19][CH:20]=[CH:21][C:12]1=2)[S:2]([CH3:1])(=[O:4])=[O:3])[CH2:7][CH2:8][CH3:9]
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 19365895butyl-(1,1-dioxo-2,3-dihydro-1H-benzo[b]thiophen-3-yl)-amine

생성물 1

HCID 9926984N-butyl-N-(1,1-dioxo-2,3-dihydro-1H-benzo[b]thiophen-3-yl)methanesulfonamide수율 106%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

6.63 g (57 mmol) of methanesulfonyl chloride were added dropwise to a solution of 11.7 g (41 mmol) of butyl-(1,1-dioxo-2,3-dihydro-1H-benzo[b]thiophen-3-yl)-amine and 15.5 g (153 mmol) of triethylamine in 120 ml of THF, and the reaction mixture was stirred at RT overnight. Most of the THF was distilled off, the residue was diluted with 250 ml of water and the precipitate was filtered off with suction. Drying under reduced pressure gave 13.8 g of N-butyl-N-(1,1-dioxo-2,3-dihydro-1H-benzo[b]thiophen-3-yl)methanesulfonamide; m.p. 171-173° C.

후처리

  1. distillationMost of the THF was distilled off
  2. additionthe residue was diluted with 250 ml of water
  3. filtrationthe precipitate was filtered off with suction
  4. customDrying under reduced pressure

출처 및 근거

ORD 기록
ord-bcf82f76bd3643cc9432f50bec656db2
출처 데이터셋
uspto-grants-2000_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06015822

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