Water → HCID 20189595、化合物

HRID 1789044ノート

反応式

HRID 1789044 の反応式
[F:1][C:2]1([F:15])[O:14][C:5]2=[CH:6][C:7]3[NH:11][C:10]([SH:12])=[N:9][C:8]=3[CH:13]=[C:4]2[O:3]1.Cl.Cl[CH:18]([C:20]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][N:21]=1)[CH3:19].[OH-].[Na+].O>C(O)C>[F:15][C:2]1([F:1])[O:14][C:5]2=[CH:6][C:7]3[NH:11][C:10]([S:12][CH:18]([C:20]4[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][N:21]=4)[CH3:19])=[N:9][C:8]=3[CH:13]=[C:4]2[O:3]1

参加物

6

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 201895902-(1-Chloroethyl)-4-methoxy-pyridine hydrochlorideHCID 178506005HCID 178506005、化合物

生成物 1

HCID 20189595HCID 20189595、化合物収率 80.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

4 g of 2,2-difluoro-5H-[1,3]-dioxolo[4,5-f]benzimidazole-6-thiol, 3.6 g of (±)-2-(1-chloroethyl)-4-methoxy-pyridine hydrochloride, 1.4 g of sodium hydroxide, 3 ml of water and 50 ml of ethanol are stirred for 4 h at 65° C. The reaction mixture is concentrated to dryness, the residue is dissolved in 100 ml of 2N hydrochloric acid, impurities are extracted by shaking with ethyl acetate, and the aqueous phase is adjusted with sodium hydroxide solution to pH 10 and extracted with ethyl acetate. The organic phase is dried and concentrated. Recrystallisation from toluene gives 4.3 g (80.5%) of the title compound of m.p. 173°-175° C.

後処理

  1. concentrationThe reaction mixture is concentrated to dryness
  2. dissolutionthe residue is dissolved in 100 ml of 2N hydrochloric acid
  3. extractionimpurities are extracted
  4. extractionextracted with ethyl acetate
  5. customThe organic phase is dried
  6. concentrationconcentrated
  7. customRecrystallisation from toluene

出典と根拠

ORDレコード
ord-dd4623601ad14987b7dfd26605bbc2f8
出典データセット
uspto-grants-1987_08
特許番号
US04686230

反応ノート

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