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

HRID 1421277

반응식

HRID 1421277 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d239e1a860f941579e3fa5b60df0d72e
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06075043

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