Ethanol → HCID 16112965, 화합물

HRID 2240990노트

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HRID 2240990 반응식
[F:1][CH:2]([F:21])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15](O)C=2)=O)=[CH:6][CH:5]=1.Cl.[CH3:23][NH:24][C:25]([NH2:27])=[NH:26].[C:28](=[O:31])([O-])[O-].[Na+].[Na+].C([OH:36])C>>[NH2:26][C:25]1[N:24]([CH3:23])[C:28](=[O:31])[C:10]([C:7]2[CH:6]=[CH:5][C:4]([O:3][CH:2]([F:1])[F:21])=[CH:9][CH:8]=2)([C:11]2[CH:13]=[CH:18][CH:17]=[C:16]([OH:36])[CH:15]=2)[N:27]=1

참가 물질

5

반응물 4

HCID 702EthanolHCID 10340Sodium CarbonateHCID 59790334HCID 59790334, 화합물HCID 178485118HCID 178485118, 화합물

생성물 1

HCID 16112965HCID 16112965, 화합물

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온도
85 °C

실험 절차

A mixture of 1-(4-(difluoromethoxy)phenyl)-2-(3-hydroxyphenyl)ethane-1,2-dione (2.75 g), N-methylguanidine hydrochloride (1.237 g) and sodium carbonate (2.20 g) in ethanol was heated at 85° C. for 8 h, cooled to room temperature and evaporated in vacuo. The resultant residue was partitioned between water and chloroform. The organic phase was separated, dried over Na2SO4 and evaporated to a light brown oil. The oil was purified by flash chromatography (silica gel) using step gradient elution (100% chloroform to 15% methanol/chloroform) to afford the title compound as a white foamy glass, 2.20 g; 1H NMR (DMSO-d6): δ 9.24 (bs, 1H), 7.42 (d, J=8.8 Hz, 2H), 7.12 (t, J=74.3 Hz, 1H), 7.06 (d, J=8.8 Hz, 2H), 7.02 (m, 1H), 6.80 (m, 2H), 6.57 (bs, 2H), and 6.56 (m, 1H); MS (APPI) m/z 348.

후처리

  1. temperaturecooled to room temperature
  2. customevaporated in vacuo
  3. customThe resultant residue was partitioned between water and chloroform
  4. customThe organic phase was separated
  5. dry with materialdried over Na2SO4
  6. customevaporated to a light brown oil
  7. customThe oil was purified by flash chromatography (silica gel)
  8. washstep gradient elution (100% chloroform to 15% methanol/chloroform)

출처 및 근거

ORD 기록
ord-a030454632f24a4a8950350f19bcc5f4
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723368B2

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