Water → HCID 57752451、化合物

HRID 225416

反応式

HRID 225416 の反応式
Cl.[CH2:2]([O:5][NH2:6])[CH:3]=[CH2:4].C(N(CC)CC)C.[CH2:14]([S:21][C:22]1[N:26]([CH3:27])[N:25]=[C:24]([Cl:28])[C:23]=1[C:29](Cl)=[O:30])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O>O1CCCC1>[CH2:14]([S:21][C:22]1[N:26]([CH3:27])[N:25]=[C:24]([Cl:28])[C:23]=1[C:29]([NH:6][O:5][CH2:2][CH:3]=[CH2:4])=[O:30])[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 3084724O-Allylhydroxylamine hydrochlorideHCID 87489965HCID 87489965、化合物

生成物 1

HCID 57752451HCID 57752451、化合物収率 101.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

In a suspension of allyloxyamine hydrochloride (2.3 g, 21 mmol) in tetrahydrofuran (20 ml), 2.9 g (29 mmol) of triethylamine was added at 0° C., stirred at room temperature for 5 minutes and then a solution of 5-benzylthio-3-chloro-1-methylpyrazole-4-carboxylic acid chloride (2.1 g, 7.0 mmol) in tetrahydrofuran (10 ml) was added dropwise. After stirring at room temperature for 1 hour, water (100 ml) was added and extracted with ethyl acetate. The resulting ethyl acetate solution was washed with saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate and the solvent was distilled off to obtain the desired product (2.4 g). Oily substance. Proton nuclear magnetic resonance chemical shift values δ (ppm) (in CDCl3) 3.45 (s, 3H), 4.11 (s, 2H), 4.53 (d, J=6.3 Hz, 2H), 5.34-5.45 (m, 2H), 6.00-6.13 (m, 1H), 7.03-7.06 (m, 2H), 7.24-7.28 (m, 3H), 9.14 (brs, 1H).

後処理

  1. additionwas added at 0° C.
  2. stirringAfter stirring at room temperature for 1 hour
  3. extractionextracted with ethyl acetate
  4. washThe resulting ethyl acetate solution was washed with saturated sodium chloride aqueous solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-013e9902440b4492b18d78aae8d5741e
出典データセット
uspto-grants-2009_07
特許番号
US07557067B2

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