Ammonium Hydroxide → 2-Iodotetrafluoropropionamide

HRID 1276570

反応式

HRID 1276570 の反応式
[OH-].[NH4+:2].S(F)([O:6][C:7](F)(F)[C:8]([F:14])([I:13])[C:9]([F:12])([F:11])[F:10])(=O)=O>C(Cl)Cl>[I:13][C:8]([F:14])([C:9]([F:12])([F:11])[F:10])[C:7]([NH2:2])=[O:6]

参加物

4

反応物 2

HCID 14923Ammonium HydroxideHCID 125963661,1,2,3,3,3-Hexafluoro-2-iodopropyl sulfurofluoridate

生成物 1

HCID 135929822-Iodotetrafluoropropionamide収率 68.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
12.5 °C

実験手順

Into a glass flask was placed a mixture of aqueous ammonium hydroxide (28 wt. %, 40.5 mL, 0.6 mol) and methylene chloride (80 mL) which was cooled to 10-15° C. 2-Iodohexafluoropropyl fluorosulfate from Experiment 5 (37.6 g, 0.1 mol) was added slowly with vigorous stirring while the reaction temperature was kept at <15° C. After addition, the mixture was warmed to ambient temperature, the bottom organic layer was separated, washed with aqueous sodium bisulfite solution, dried over MgSO4. The solvent was removed in vacuo to give the title product as a white solid (18.5 g, 68.3 % yield), mp. 75-77° C., 1H NMR (300 MHz, CDCl3): δ6.98, 6.53 (2 broad singlets); 19F NMR (188.24 MHz, CDCl3): -76.3 (2 singlets, 3F), -138.5 (m, 1F); IR: 1690 cm-1 (C=O); Anal. Calcd. for C3H2F4INO: C: 13.30, H: 0.74, F: 28.05, N: 5.17. Found: C: 13.68, H: 0.83, F: 28.43, N: 5.21. Mass. Calcd. for [M+ ]: 270.9117; Found: 270.9093.

後処理

  1. customInto a glass flask was placed
  2. customwas kept at <15° C
  3. additionAfter addition
  4. temperaturethe mixture was warmed to ambient temperature
  5. customthe bottom organic layer was separated
  6. washwashed with aqueous sodium bisulfite solution
  7. dry with materialdried over MgSO4
  8. customThe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-2117c74a41ed4b4984d1d89d0207d8d1
出典データセット
uspto-grants-2000_12
特許番号
US06166157

関連ノート

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