Sodium Hydroxide → 4-Chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole

HRID 433583노트

반응식

HRID 433583 반응식
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:7]=[C:8]([N:13]2[CH:17]=[C:16]([CH2:18]O)[N:15]=[CH:14]2)[CH:9]=[CH:10][C:11]=1[Cl:12].[OH-].[Na+]>>[Cl:3][CH2:18][C:16]1[N:15]=[CH:14][N:13]([C:8]2[CH:9]=[CH:10][C:11]([Cl:12])=[C:6]([Cl:5])[CH:7]=2)[CH:17]=1

참가 물질

4

반응물 3

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 23444980HCID 23444980, 화합물

생성물 1

HCID 234450324-Chloromethyl-1-(3,4-dichloro-phenyl)-1H-imidazole수율 95%

실험 절차

In an ice-bath thionyl chloride (39.5 ml, excess) was slowly added to [1-(3,4-dichloro-phenyl)-1H-imidazol-4-yl]-methanol (9.6 g, 39.5 mmol). The resulting mixture was stirred for 24 h. After evaporation, the oily residue was triturated with ether and 10.12 g (86%) of the hydrochloride salt of the title compound was obtained as an off-white solid. To obtain the free base, the salt was carefully neutralized with aqueous NaOH (2N) and extracted with AcOEt. The organic phase was dried (Na2SO4) and concentrated to obtain 8.43 g (95%) of the title compound as an off-white solid. Mp. 146-147° C. dec. (AcOEt/hexane), MS: m/e=260 (M+)

후처리

  1. customAfter evaporation
  2. customthe oily residue was triturated with ether and 10.12 g (86%) of the hydrochloride salt of the title compound
  3. customwas obtained as an off-white solid
  4. customTo obtain the free base
  5. extractionextracted with AcOEt
  6. dry with materialThe organic phase was dried (Na2SO4)
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e77a5f18956b4e01b9b3a6e7a451dc17
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06667335B2

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