Isopropyl iodide → 3-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(prop-2-ylamino)-4-trifluoroacetylpyrazole

HRID 377668ノート

反応式

HRID 377668 の反応式
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([C:19]#[N:20])[C:3]=1[C:21](=[O:26])[C:22]([F:25])([F:24])[F:23].C(=O)([O-])[O-].[K+].[K+].I[CH:34]([CH3:36])[CH3:35]>O>[C:19]([C:4]1[C:3]([C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])=[C:2]([NH:1][CH:34]([CH3:36])[CH3:35])[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:15])([F:16])[F:17])=[CH:9][C:8]=2[Cl:18])[N:5]=1)#[N:20]

参加物

5

反応物 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 186994595-Amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoroacetylpyrazole

生成物 1

HCID 193564843-Cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-5-(prop-2-ylamino)-4-trifluoroacetylpyrazole

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a stirred solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-trifluoroacetylpyrazole (1 g) in anhydrous N,N-dimethylformnamide (4 ml) at room temperature was added potassium carbonate (0.7 g), then 2-iodopropane (190 μl). The mixture was stirred at room temperature for 48 hours. Water (50 ml) was then added, and the mixture was extracted with ether (50 ml, ×2). The combined organic layers were washed with water (50 ml), dried (Na2SO4) filtered and evaporated. The residue was purified by column chromatography on silica gel (50 g) eluted with dichloromethane. Combination and evaporation of suitable fractions gave the title compound as a very pale yellow solid, m.p 136-137° C.

後処理

  1. extractionthe mixture was extracted with ether (50 ml, ×2)
  2. washThe combined organic layers were washed with water (50 ml)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography on silica gel (50 g)
  7. washeluted with dichloromethane
  8. customCombination and evaporation of suitable fractions

出典と根拠

ORDレコード
ord-4f5d029b5b4546a89ed5a738c61e8bbe
出典データセット
uspto-grants-2000_02
特許番号
US06028096

反応ノート

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