Thionyl Chloride → 1h-Benzimidazole,6-(chloromethyl)-1-[(2-chlorophenyl)methyl]-2-methyl-,hydrochloride

HRID 840773ノート

反応式

HRID 840773 の反応式
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:24]=[CH:23][CH:22]=[CH:21][C:7]=1[CH2:8][N:9]1[C:13]2[CH:14]=[C:15]([CH2:18][Cl:19])[CH:16]=[CH:17][C:12]=2[N:11]=[C:10]1[CH3:20]>>[ClH:3].[Cl:5][C:6]1[CH:24]=[CH:23][CH:22]=[CH:21][C:7]=1[CH2:8][N:9]1[C:13]2[CH:14]=[C:15]([CH2:18][Cl:19])[CH:16]=[CH:17][C:12]=2[N:11]=[C:10]1[CH3:20]

参加物

3

反応物 2

HCID 24386Thionyl ChlorideHCID 226203421h-Benzimidazole,6-(chloromethyl)-1-[(2-chlorophenyl)methyl]-2-methyl-

生成物 1

HCID 226203411h-Benzimidazole,6-(chloromethyl)-1-[(2-chlorophenyl)methyl]-2-methyl-,hydrochloride

実験手順

Thionyl chloride (5 ml) is added to 1-(2-chlorobenzyl)-6-chloromethyl-2-methylbenzimidazole (3.56 g), and the solution is stirred for 20 minutes at room temperature and then for 20 minutes at 80° C. After excess thionyl chloride is removed through evaporation under reduced pressure, the residue is dissolved in chloroform (10 ml), and crystallization is performed by adding hexane. The crystals are separated through filtration, washed in hexane, and dried. Thus, 1-(2-chlorobenzyl)-6-chloromethyl-2-methylbenzimidazole hydrochloride (4.07 g) is obtained. 1H-NMR (CDCl3, δ): 3.01 (3H, s), 4.68 (2H, s), 5.61 (2H. s), 6.71 (1H, d, J=7.5 Hz), 7.24-7.29 (1H, m), 7.38 (1H, t, J=7.7 Hz), 7.44 (1H, s), 7.52 (2H, d, J=8.2 Hz), 7.92 (1H, d J=8.4 Hz).

後処理

  1. waitfor 20 minutes at 80° C
  2. customAfter excess thionyl chloride is removed through evaporation under reduced pressure
  3. dissolutionthe residue is dissolved in chloroform (10 ml)
  4. customcrystallization
  5. additionby adding hexane
  6. customThe crystals are separated through filtration
  7. washwashed in hexane
  8. customdried

出典と根拠

ORDレコード
ord-62c727f2abeb4eb3a39ee878752d630f
出典データセット
uspto-grants-2002_04
特許番号
US06369092B1

反応ノート

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