Sodium Chloride → CID 86697018

HRID 1615716노트

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HRID 1615716 반응식
[N:1]([O-])=O.[Na+].[CH]Cl.[C:7]1([C:13]2[C:17]([C:18]#[C:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:16]([NH2:26])[NH:15][N:14]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[Na+].[Cl-:28]>C(Cl)Cl>[Cl:28][C:18]1[C:19]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[N:1][N:26]=[C:16]2[NH:15][N:14]=[C:13]([C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:17]=12

참가 물질

6

반응물 4

HCID 5234Sodium ChlorideHCID 6432229CID 6432229HCID 23668193Sodium NitriteHCID 178509104HCID 178509104, 화합물

생성물 1

HCID 86697018CID 86697018수율 46.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
50 °C

실험 절차

Sodium nitrite (2.88 g, 42 mmol) was added portionwise to cHCl (314 mL) at −15° C. and stirred for 15 min. 3-phenyl-4-(2-phenylethynyl)-1H-pyrazol-5-amine (5.4 g, 21 mmol) was added as a solid, followed by the addition of CH2Cl2 (10 mL). The reaction mixture was allowed to warm up and stirred at room temperature for 1 h. The reaction mixture was diluted with CH2Cl2 (44 mL) and NaCl (2.7 g) was added. The reaction mixture was heated to 50° C. for 1 d. The layers were separated and the organic layer was washed with water, dried (phase separator cartridge) and concentrated in vacuo. The residue was purified by column chromatography (silica gel, isohexane/ethyl acetate 4:1, then CH2Cl2/ethyl acetate 1:0 to 4:1) yielding the title compound as a solid (3.0 g).

후처리

  1. temperatureto warm up
  2. stirringstirred at room temperature for 1 h
  3. additionwas added
  4. customThe layers were separated
  5. washthe organic layer was washed with water
  6. customdried (phase separator cartridge)
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by column chromatography (silica gel, isohexane/ethyl acetate 4:1

출처 및 근거

ORD 기록
ord-9acb7dcf64434eefa83450cdd9f0cfa5
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765762B2

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