Sodium Chloride → HCID 178510797, 화합물

HRID 600987노트

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HRID 600987 반응식
[ClH:1].[C:2]1([CH2:8][C:9]([NH2:11])=[NH:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[O-].[Na+].[Cl-].[Na+]>O>[Cl:1][NH:10][C:9](=[NH:11])[CH2:8][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 124155142-Phenylethanimidamide hydrochlorideHCID 23665760Sodium Hypochlorite

생성물 1

HCID 178510797HCID 178510797, 화합물수율 11.9%

시약·촉매·용매 1

HCID 962Water용매2회

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온도
0 °C

실험 절차

The crude 2-phenyl-acetamidine hydrochloride (1.32 g, 7.74 mmol) was dissolved in water (10 mL) and cooled to 0° C. A ˜1.7 M solution of sodium hypochlorite in water (3.68 mL, 6.26 mmol) was added dropwise. The reaction mixture was stirred 1 h, then solid sodium chloride was added to saturate the aqueous phase, which was extracted with ethyl acetate (2×25 mL). The combined organic phases were filtered through sodium sulfate and evaporated in vacuo. The residue was purified by flash column chromatography (Merck silica gel 60, 40-63 μm; 33% ethyl acetate/hexanes) to afford N-chloro-2-phenyl-acetamidine (155 mg, 9% over two steps) as an off-white semi-solid: H1-NMR (400 MHz, CDCl3) δ=3.67 (2H, s), 5.13 (2H, br), 7.31 (5H, m).

후처리

  1. concentrationto saturate the aqueous phase, which
  2. extractionwas extracted with ethyl acetate (2×25 mL)
  3. filtrationThe combined organic phases were filtered through sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by flash column chromatography (Merck silica gel 60, 40-63 μm; 33% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-7c6931135a4b4dd79f33657a679521a3
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902248B2

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