2-Furanmethanethiol → HCID 10742479, 화합물

HRID 248832

반응식

HRID 248832 반응식
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][C:7]3[CH:22]=[CH:21][CH:20]=[CH:19][C:8]=3[CH2:9][N:10]([C:11]([NH:13][CH2:14][C:15](=[O:18])[CH:16]=[CH2:17])=[O:12])[C:4]=2[CH:3]=1.[CH2:25]([SH:31])[C:26]1[O:30][CH:29]=[CH:28][CH:27]=1.N1CCCCC1.[OH-].C([N+](C)(C)C)C1C=CC=CC=1>C(Cl)Cl.CO.CCOC(C)=O>[Cl:1][C:2]1[CH:24]=[CH:23][C:5]2[O:6][C:7]3[CH:22]=[CH:21][CH:20]=[CH:19][C:8]=3[CH2:9][N:10]([C:11]([NH:13][CH2:14][C:15](=[O:18])[CH2:16][CH2:17][S:31][CH2:25][C:26]3[O:30][CH:29]=[CH:28][CH:27]=3)=[O:12])[C:4]=2[CH:3]=1

참가 물질

8

반응물 4

HCID 73632-FuranmethanethiolHCID 8082PiperidineHCID 66854Benzyltrimethylammonium hydroxideHCID 10831197HCID 10831197, 화합물

생성물 1

HCID 10742479HCID 10742479, 화합물

시약·촉매·용매 3

HCID 887Methanol용매HCID 6344Dichloromethane용매2회HCID 8857Ethyl Acetate용매

실험 절차

A solution of 8-chloro-N-(2-oxo-3-butenyl)dibenz[b,f][1,4]oxazepin-10(11H)-carboxamide (0.75 gram), furfuryl mercaptan (0.23 mL), piperidine (0.069 mL), and N-benzyltrimethylammonium hydroxide (0.069 mL) in methylene chloride (12 mL) and methanol (3 mL) was stirred at room temperature for 6 hours. The reaction was diluted with methylene chloride (75 mL), washed with 75 mL each of 1N HCl (two times), water, saturated aqueous sodium bicarbonate, and brine, dried over MgSO4, and evaporated in vacuo. The crude product was purified by flash chromatography through silica gel 60 (350 mL) using 95:5 methylene chloride: ethyl acetate to yield a colorless oil. Analysis calculated for C23H21ClN2O4S×0.1 EtOAc: C, 60.34; H, 4.72; N, 6.01; Cl, 7.61; S, 6.88. Found: C, 59.94; H, 4.84; N, 5.87; Cl, 8.13; S, 6.65.

후처리

  1. washwashed with 75 mL each of 1N HCl (two times), water, saturated aqueous sodium bicarbonate, and brine
  2. dry with materialdried over MgSO4
  3. customevaporated in vacuo
  4. customThe crude product was purified by flash chromatography through silica gel 60 (350 mL)
  5. customethyl acetate to yield a colorless oil

출처 및 근거

ORD 기록
ord-4f1d21f2d9974500b6b242551c69a2b2
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05212169

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