Water → HCID 20189595, 화합물

HRID 1789044노트

반응식

HRID 1789044 반응식
[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

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 201895902-(1-Chloroethyl)-4-methoxy-pyridine hydrochlorideHCID 178506005HCID 178506005, 화합물

생성물 1

HCID 20189595HCID 20189595, 화합물수율 80.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dd4623601ad14987b7dfd26605bbc2f8
출처 데이터셋
uspto-grants-1987_08
특허 번호
US04686230

반응 노트

불러오는 중…