3-Iodoaniline → N-(3-iodophenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

HRID 391592

反応式

HRID 391592 の反応式
[I:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH3:9][N:10]1[C:14]([C:15](Cl)=[O:16])=[CH:13][C:12]([CH3:18])=[N:11]1>N1C=CC=CC=1.ClCCCl>[I:1][C:2]1[CH:3]=[C:4]([NH:5][C:15]([C:14]2[N:10]([CH3:9])[N:11]=[C:12]([CH3:18])[CH:13]=2)=[O:16])[CH:6]=[CH:7][CH:8]=1

参加物

5

反応物 2

HCID 122713-IodoanilineHCID 27362992,5-Dimethyl-2H-pyrazole-3-carbonyl chloride

生成物 1

HCID 57657852N-(3-iodophenyl)-1,3-dimethyl-1H-pyrazole-5-carboxamide

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 1049Pyridine溶媒

実験手順

To a solution of 3-iodoaniline (131 mg, 0.60 mmol) in 1.5 ml pyridine at room temperature was added over 2 minutes a solution of 1,3-dimethylpyrazole-5-carbonyl chloride (79 mg, 0.50 mmol) in 0.3 ml 1,2-dichloroethane. The reaction was stirred at room temperature for 30 minutes, quenched into a NaHCO3 solution, and extracted into EtOAc. The EtOAc solution was washed with NaHCO3 solution, brine, dried with anhydrous Na2SO4 and rotary evaporated. The resultant gummy solid was recrystallized from hexane/EtOAc to give the title compound as solid white needles (135 mg, 80%).

後処理

  1. customquenched into a NaHCO3 solution
  2. extractionextracted into EtOAc
  3. washThe EtOAc solution was washed with NaHCO3 solution, brine
  4. dry with materialdried with anhydrous Na2SO4 and rotary evaporated
  5. customThe resultant gummy solid was recrystallized from hexane/EtOAc

出典と根拠

ORDレコード
ord-4ef2056d8e3a4593a266deb313a0a3ac
出典データセット
uspto-grants-2013_02
特許番号
US08383825B2

関連ノート

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