Ammonia → 3-(4-Pentafluorosulfanyl-phenyl)-acrylamide

HRID 1768039ノート

反応式

HRID 1768039 の反応式
[F:1][S:2]([F:17])([F:16])([F:15])([F:14])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11](O)=[O:12])=[CH:5][CH:4]=1.C(Cl)(=O)C(Cl)=O.[NH3:24]>O1CCCC1.CN(C)C=O>[F:1][S:2]([F:17])([F:16])([F:15])([F:14])[C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[CH:10][C:11]([NH2:24])=[O:12])=[CH:5][CH:4]=1

参加物

6

反応物 3

HCID 222AmmoniaHCID 65578Oxalyl chlorideHCID 740695713-(4-Pentafluorosulfanyl-phenyl)-acrylic Acid

生成物 1

HCID 865985163-(4-Pentafluorosulfanyl-phenyl)-acrylamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 5.70 g (20.8 mmol) 3-(4-pentafluorosulfanyl-phenyl)-acrylic acid in 30 ml tetrahydrofuran and 0.21 ml N,N-dimethyl formamide a solution of 3.47 ml (27.4 mmol) oxalyl chloride in 5.0 ml tetrahydrofuran was added dropwise at 0° C. within 10 min. Stirring was continued at 0–5° C. for 30 min. and 3 h at room temperature thereafter. The resulting solution was cooled to 0–5° C. again and then added within 15 min. to mixture of 300 ml ice and 120 ml of a 25% aqueous ammonia solution. The precipitated amide was collected, washed with water and n-heptane and dried at 40° C. in vacuo. Yield 5.17 g (91%) 3-(4-pentafluorosulfanyl-phenyl)-acrylamide.

後処理

  1. additionwas added dropwise at 0° C. within 10 min
  2. temperatureThe resulting solution was cooled to 0–5° C. again
  3. customThe precipitated amide was collected
  4. washwashed with water and n-heptane
  5. customdried at 40° C. in vacuo

出典と根拠

ORDレコード
ord-9ad1d6e78537433282757945acd06ced
出典データセット
uspto-grants-2007_06
特許番号
US07235574B2

反応ノート

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