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

HRID 1731271

反応式

HRID 1731271 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d38bd1c3d665459f8a8ea4d2f94daa22
出典データセット
uspto-grants-1986_11
特許番号
US04620865

関連ノート

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