1,1'-Carbonyldiimidazole → 5-chloro-1-methyl-N-cyclopropyl-1H-pyrazole-4-carboxamide

HRID 1731271

반응식

HRID 1731271 반응식
C(N1C=CN=C1)(N1C=CN=C1)=O.[Cl:13][C:14]1[N:18]([CH3:19])[N:17]=[CH:16][C:15]=1[C:20]([OH:22])=O.[CH:23]1([NH2:26])[CH2:25][CH2:24]1>O1CCCC1>[Cl:13][C:14]1[N:18]([CH3:19])[N:17]=[CH:16][C:15]=1[C:20]([NH:26][CH:23]1[CH2:25][CH2:24]1)=[O:22]

참가 물질

5

반응물 3

HCID 682631,1'-CarbonyldiimidazoleHCID 69828CyclopropylamineHCID 27357745-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid

생성물 1

HCID 138219895-chloro-1-methyl-N-cyclopropyl-1H-pyrazole-4-carboxamide수율 116.9%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Carbonyldiimidazole (3.6 grams, 0.022 mole) was added to a solution of 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid (2.4 grams, 0.015 mole) in 40 ml. of tetrahydrofuran, and the solution was stirred at room temperature for twenty minutes. Cyclopropylamine (1.3 grams, 0.022 mole) was then added and the reaction mixture was stirred at room temperature for sixteen hours. Solvent was removed in vacuo and the residue was taken up in 250 ml. of chloroform, washed with water, washed with saturated brine, and dried using sodium sulfate and filter paper. The product was recrystallized from toluene, yielding 3.5 grams of 5-chloro-1-methyl-N-cyclopropyl-1H-pyrazole-4-carboxamide, mp=105°-107° C.

후처리

  1. customSolvent was removed in vacuo
  2. washof chloroform, washed with water
  3. washwashed with saturated brine
  4. customdried
  5. filtrationfilter paper
  6. customThe product was recrystallized from toluene

출처 및 근거

ORD 기록
ord-d38bd1c3d665459f8a8ea4d2f94daa22
출처 데이터셋
uspto-grants-1986_11
특허 번호
US04620865

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