Water → HCID 57752451, 화합물

HRID 225416

반응식

HRID 225416 반응식
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

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 3084724O-Allylhydroxylamine hydrochlorideHCID 87489965HCID 87489965, 화합물

생성물 1

HCID 57752451HCID 57752451, 화합물수율 101.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-013e9902440b4492b18d78aae8d5741e
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557067B2

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