Iodine → 1-Methyl-3-pentafluoroethyl-4-iodo-1H-pyrazole-5-carboxylic acid

HRID 1843079ノート

反応式

HRID 1843079 の反応式
[N+]([O-])([O-])=O.[Ce+4].[NH4+].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[I:23]I.[CH3:25][N:26]1[C:30]([C:31]([OH:33])=[O:32])=[CH:29][C:28]([C:34]([F:40])([F:39])[C:35]([F:38])([F:37])[F:36])=[N:27]1.ClCCl>C(#N)C>[CH3:25][N:26]1[C:30]([C:31]([OH:33])=[O:32])=[C:29]([I:23])[C:28]([C:34]([F:39])([F:40])[C:35]([F:37])([F:36])[F:38])=[N:27]1

参加物

6

反応物 4

HCID 807IodineHCID 6344DichloromethaneHCID 9869224Ammonium cerium (IV) nitrateHCID 148368761-methyl-3-pentafluoroethyl-1H-pyrazole-5-carboxylic acid

生成物 1

HCID 462200201-Methyl-3-pentafluoroethyl-4-iodo-1H-pyrazole-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

1.34 g (2.46 mmol) of ammonium cerium(IV) nitrate and then 0.75 g (2.95 mmol) of iodine are added to a solution of 1.20 g (4.91 mmol) of 1-methyl-3-pentafluoroethyl-1H-pyrazole-5-carboxylic acid in 4.3 ml of acetonitrile and the reaction mixture is heated under reflux for 18 hours. After adding 20 ml of dichloromethane, washing is carried out firstly with water, with sodium disulphite solution and finally with saturated sodium chloride solution. The organic phase is dried over sodium sulphate and the solvent is distilled off at reduced pressure on a rotary evaporator. This gives 1.28 g of 4-iodo-1-methyl-3-pentafluoroethyl-1H-pyrazole-5-carboxylic acid (47%) as an oil.

後処理

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 18 hours
  3. washwashing
  4. dry with materialThe organic phase is dried over sodium sulphate
  5. distillationthe solvent is distilled off at reduced pressure on a rotary evaporator

出典と根拠

ORDレコード
ord-b1a1585e6c8a4c8eb2f4ea7920ba0066
出典データセット
uspto-grants-2015_02
特許番号
US08946234B2

反応ノート

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