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

HRID 1033741ノート

反応式

HRID 1033741 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-799d56d44e894c2bb11d33083a3da714
出典データセット
uspto-grants-1994_05
特許番号
US05312824

反応ノート

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