2-Chloroethyl methyl sulfide → 6-Methoxy-7-(2-methylthioethoxy)4-phenoxyquinazoline

HRID 634695노트

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HRID 634695 반응식
[CH3:1][S:2][CH2:3][CH2:4]Cl.[OH:6][C:7]1[CH:16]=[C:15]2[C:10]([C:11]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:12][CH:13]=[N:14]2)=[CH:9][C:8]=1[O:24][CH3:25].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:25][O:24][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:7]=1[O:6][CH2:4][CH2:3][S:2][CH3:1])[N:14]=[CH:13][N:12]=[C:11]2[O:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 109652-Chloroethyl methyl sulfideHCID 11430Potassium CarbonateHCID 1354961377-Hydroxy-6-methoxy-4-phenoxyquinazoline

생성물 1

HCID 212602746-Methoxy-7-(2-methylthioethoxy)4-phenoxyquinazoline수율 54%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

2-Chloroethyl methyl sulphide (1.2 g, 10.9 mmol) was added to 7-hydroxy-6-methoxy-4-phenoxyquinazoline (2.25 g, 8.4 mmol), (prepared as described for the starting material in Example 16), and potassium carbonate (6.0 g, 43.4 mmol) in DMF (70 ml). The mixture was heated at 110° C. for 4 hours and allowed to cool. The mixture was filtered, and the volatiles were removed from the filtrate by evaporation. The residue was purified by column chromatography eluting with methylene chloride/methanol (96/4) to give 6-methoxy-7-(2-methylthioethoxy)4-phenoxyquinazoline (1.55 g, 54%).

후처리

  1. custom(prepared
  2. temperatureto cool
  3. filtrationThe mixture was filtered
  4. customthe volatiles were removed from the filtrate by evaporation
  5. customThe residue was purified by column chromatography
  6. washeluting with methylene chloride/methanol (96/4)

출처 및 근거

ORD 기록
ord-74b387d7a47b4748b60276a6261487fe
출처 데이터셋
uspto-grants-2001_02
특허 번호
US06184225B2

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