2-Chloro-4,6-dimethoxy-1,3,5-triazine → 7-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-3-methyl-isobenzofuran-1(3H)-thione

HRID 1729162노트

반응식

HRID 1729162 반응식
[OH:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[C:9](=[S:11])[O:8][CH:7]2[CH3:12].[H-].[Na+].[H][H].Cl[C:18]1[N:23]=[C:22]([O:24][CH3:25])[N:21]=[C:20]([O:26][CH3:27])[N:19]=1>CN(C)C=O>[CH3:27][O:26][C:20]1[N:21]=[C:22]([O:24][CH3:25])[N:23]=[C:18]([O:1][C:2]2[CH:3]=[CH:4][CH:5]=[C:6]3[C:10]=2[C:9](=[S:11])[O:8][CH:7]3[CH3:12])[N:19]=1

참가 물질

6

반응물 4

HCID 184502-Chloro-4,6-dimethoxy-1,3,5-triazineHCID 24758Sodium hydrideHCID 1355484557-hydroxy-3-methylisobenzofuran-1(3H)-thioneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 199274287-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-3-methyl-isobenzofuran-1(3H)-thione

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

1.0 g of 7-hydroxy-3-methyl-isobenzofuran-1(3H)-thione is introduced into a suspension of 0.15 g of sodium hydride in absolute dimethylformamide and, when the evolution of hydrogen has ceased, 1.0 g of 2-chloro-4,6-dimethoxy-1,3,5-triazine is added thereto. The reaction mixture is subsequently stirred at room temperature for 5 hours, ice-water is then added and the whole is extracted with ethyl acetate and washed with sodium chloride solution. The crude product, having been concentrated by evaporation, is purified by chromatography (eluant: 45% ethyl acetate in n-hexane) and recrystallised from acetone/n-hexane to yield 7-[(4,6-dimethoxy-1,3,5-triazin-2-yl)oxy]-3-methyl-isobenzofuran-1(3H)-thione in the form of yellow crystals, m.p. 177°-178° C.; IR spectrum (CHCl3): 1590, 1560, 1366, 1304, 1140 cm-1 ; 1H-NMR (CDCl3): 5.81 ppm (q, 1H), 1.73 ppm (d, 3H).

후처리

  1. extractionthe whole is extracted with ethyl acetate
  2. washwashed with sodium chloride solution
  3. concentrationThe crude product, having been concentrated by evaporation
  4. customis purified by chromatography (eluant: 45% ethyl acetate in n-hexane)
  5. customrecrystallised from acetone/n-hexane

출처 및 근거

ORD 기록
ord-132fbd0099284b4ea5e2f44bf53ecd80
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05332717

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