Water → 2-[(4-Difluoromethoxy-3-methyl-2-pyridyl)methylthio]benzimidazole

HRID 1033741노트

반응식

HRID 1033741 반응식
[OH:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][S:9][C:10]2[NH:11][C:12]3[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=3[N:14]=2)[C:3]=1[CH3:19].N12CCCN=C1CCCCC2.Cl[CH:32]([F:34])[F:33].O>CN(C)C=O>[F:33][CH:32]([F:34])[O:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][S:9][C:10]2[NH:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[N:11]=2)[C:3]=1[CH3:19]

참가 물질

6

반응물 4

HCID 962WaterHCID 6372ChlorodifluoromethaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 178431607HCID 178431607, 화합물

생성물 1

HCID 152302322-[(4-Difluoromethoxy-3-methyl-2-pyridyl)methylthio]benzimidazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

In N,N-dimethylforamide (DMF) (100 ml) was dissolved 2-[(4-hydroxy-3-methyl-2-pyridyl)methylthio]benzimidazole (10.5 g). To the solution was added 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) (7.1 g), to which was introduced chlorodifluoromethane for 3 hours at room temperature. The reaction mixture was poured into water (500 ml), which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off. The residue was subjected to a silica gel column chromatography. From the portion eluted with chloroform-methanol (100:1, v/v), 2-[(4-difluoromethoxy-3-methyl-2-pyridyl)methylthio]benzimidazole was obtained (2.5 g, 20%). Recrystallization from ethyl acetate - hexane gave colorless needles, m.p. 99°-100° C.

후처리

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off
  5. washFrom the portion eluted with chloroform-methanol (100:1

출처 및 근거

ORD 기록
ord-799d56d44e894c2bb11d33083a3da714
출처 데이터셋
uspto-grants-1994_05
특허 번호
US05312824

반응 노트

불러오는 중…