(4-Chlorophenoxy)acetic acid → 2-(4-chlorophenoxy)-N-[5-(imidazol-1-yl)pentyl]acetamide

HRID 323939

반응식

HRID 323939 반응식
C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:13][C:14]1[CH:24]=[CH:23][C:17]([O:18][CH2:19][C:20]([OH:22])=O)=[CH:16][CH:15]=1.[NH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][N:31]1[CH:35]=[CH:34][N:33]=[CH:32]1>C1COCC1>[Cl:13][C:14]1[CH:15]=[CH:16][C:17]([O:18][CH2:19][C:20]([NH:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][N:31]2[CH:35]=[CH:34][N:33]=[CH:32]2)=[O:22])=[CH:23][CH:24]=1

참가 물질

5

반응물 3

HCID 26229(4-Chlorophenoxy)acetic acidHCID 682631,1'-CarbonyldiimidazoleHCID 71384341H-Imidazole-1-pentanamine

생성물 1

HCID 183497712-(4-chlorophenoxy)-N-[5-(imidazol-1-yl)pentyl]acetamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1,1′-Carbonyldiimidazole (6.48 g) was added to a solution of 4-chlorophenoxyacetic acid (7.46 g) in THF (144 ml) at ambient temperature. The mixture was stirred for 2 hours and then 1-(5-aminopentyl)imidazole (6.1 g) was added. The mixture was stirred at ambient temperature for 18 hours and then worked up as described in Example 9a to give an oil which was purified by flash chromatography on silica using ethyl acetate/methanol/ triethylamine, 18:2:1 as the mobile phase to give 2-(4-chlorophenoxy)-N-[5-(imidazol-1-yl)pentyl]acetamide as an oil.

후처리

  1. stirringThe mixture was stirred at ambient temperature for 18 hours
  2. customto give an oil which
  3. customwas purified by flash chromatography on silica

출처 및 근거

ORD 기록
ord-53158ecae5aa44cc96315a2a7db6312d
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06215001B1

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