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

HRID 634695ノート

反応式

HRID 634695 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-74b387d7a47b4748b60276a6261487fe
出典データセット
uspto-grants-2001_02
特許番号
US06184225B2

反応ノート

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