Lawesson's reagent → 6-bromo-7-phenyl-1H-pyrido[2,3-b][1,4]oxazine-2(3H)-thione

HRID 1509300노트

반응식

HRID 1509300 반응식
[Br:1][C:2]1[C:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:4][C:5]2[NH:10][C:9](=O)[CH2:8][O:7][C:6]=2[N:12]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[C:3]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:4][C:5]2[NH:10][C:9](=[S:28])[CH2:8][O:7][C:6]=2[N:12]=1

참가 물질

4

반응물 2

HCID 87949Lawesson's reagentHCID 866836506-bromo-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one

생성물 1

HCID 866836666-bromo-7-phenyl-1H-pyrido[2,3-b][1,4]oxazine-2(3H)-thione수율 65.8%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 6-bromo-7-phenyl-1H-pyrido[2,3-b][1,4]oxazin-2(3H)-one (0.26 g, 0.852 mmol) and Lawesson's Reagent (0.34 g, 0.852 mmol) in toluene (10 ml) was heated at 120 degree for 16 h. The reaction mixture was concentrated to dryness and was added DCM (5 ml) and diisopropyl ether (20 ml). The precipitate was filtered to give product (0.18 g). 1H NMR (500 MHz, DMSO-d6): 12.9 (br, 1H), 7.35-7.55 (m, 5H), 7.32 (s, 1H), 5.16 (s, 2H).

후처리

  1. temperaturewas heated at 120 degree for 16 h
  2. concentrationThe reaction mixture was concentrated to dryness
  3. additionwas added DCM (5 ml) and diisopropyl ether (20 ml)
  4. filtrationThe precipitate was filtered

출처 및 근거

ORD 기록
ord-08875d6b041a4cb9b8c13ac7f0128d39
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09221838B2

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