N-Iodosuccinimide → 5-Amino-4-iodo-3-methyl-1-(2,4,6-trichlorophenyl)pyrazole

HRID 1421277ノート

反応式

HRID 1421277 の反応式
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[C:4]([CH3:16])[CH:3]=1.[I:17]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([Cl:14])=[CH:9][C:8]=2[Cl:15])[N:5]=[C:4]([CH3:16])[C:3]=1[I:17]

参加物

4

反応物 2

HCID 120273N-IodosuccinimideHCID 20600323-Methyl-1-(2,4,6-trichlorophenyl)-1H-pyrazol-5-amine

生成物 1

HCID 187807205-Amino-4-iodo-3-methyl-1-(2,4,6-trichlorophenyl)pyrazole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A stirred solution of 5-amino-3-methyl-1-(2,4,6-trichlorophenyl)pyrazole (WO-A-94/13643; 35 g) and N-iodosuccinimide (29 g) in acetonitrile (450 ml) was heated under reflux for 1.5 hours, then the reaction mixture allowed to cool and evaporated under reduced pressure. The residue was dissolved in dichloromethane and the solution washed successively with aqueous sodium thiosulphate solution, water and brine, then dried (Na2SO4) and evaporated under reduced pressure. The resulting dark coloured solid was triturated with hexane to yield the title compound as a pale orange solid, m.p. 135-137° C. δ(CDCl3): 2.25 (s,3H), 3.67 (br.s,2H), 7.49 (s,2H). MS (thermospray): M/Z [M+H] 401.4; C10H7Cl3 lN3 +H requires 401.88.

後処理

  1. temperatureunder reflux for 1.5 hours
  2. temperatureto cool
  3. customevaporated under reduced pressure
  4. dissolutionThe residue was dissolved in dichloromethane
  5. washthe solution washed successively with aqueous sodium thiosulphate solution, water and brine
  6. dry with materialdried (Na2SO4)
  7. customevaporated under reduced pressure
  8. customwas triturated with hexane

出典と根拠

ORDレコード
ord-d239e1a860f941579e3fa5b60df0d72e
出典データセット
uspto-grants-2000_06
特許番号
US06075043

反応ノート

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