Phosphorus oxychloride → HCID 178509740, 화합물

HRID 452683노트

반응식

HRID 452683 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]([NH:12][NH2:13])=[O:11])=[CH:9][C:4]=2[N:3]=[N:2]1.[C:14]([C:16]1[CH:17]=[C:18]([CH2:22][CH2:23][C:24](O)=O)[CH:19]=[CH:20][CH:21]=1)#[N:15].P(Cl)(Cl)(Cl)=O.C(=O)([O-])O.[Na+]>O>[NH:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:11][C:24]([CH2:23][CH2:22][C:18]4[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=4)[C:14]#[N:15])=[N:13][N:12]=3)=[CH:9][C:4]=2[N:3]=[N:2]1

참가 물질

6

반응물 4

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 138542693-Cyanobenzenepropanoic acidHCID 178514416HCID 178514416, 화합물

생성물 1

HCID 178509740HCID 178509740, 화합물수율 16.4%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A mixture of 1H-benzotriazole-5-carbohydrazide (354 mg, 2.00 mmol), 3-(3-cyanophenyl)propionic acid (350 mg, 2.00 mmol) and phosphorus oxychloride (5 mL) was stirred at 100° C. for 4 hr. After cooling, the reaction mixture was poured into water and neutralized with sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate), and recrystallized from methanol/water to give the title compound (104 mg, yield 16%) as colorless crystals.

후처리

  1. temperatureAfter cooling
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate)
  7. customrecrystallized from methanol/water

출처 및 근거

ORD 기록
ord-6cc29173eb2d432fb8b64fa6719b8c8c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492378B2

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