Sodium Nitrite → HCID 178440468, 화합물

HRID 14502

반응식

HRID 14502 반응식
[NH2:1][C:2]1[C:11]([NH2:12])=[C:10]2[C:5]([C:6](=[O:23])[C:7]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)=[C:8]([CH:13]([CH3:15])[CH3:14])[O:9]2)=[CH:4][CH:3]=1.[N:24]([O-])=O.[Na+]>C(O)(=O)C>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([C:7]2[C:6](=[O:23])[C:5]3[C:10]([O:9][C:8]=2[CH:13]([CH3:14])[CH3:15])=[C:11]2[N:12]=[N:24][NH:1][C:2]2=[CH:3][CH:4]=3)=[CH:21][CH:20]=1

참가 물질

4

반응물 2

HCID 23668193Sodium NitriteHCID 687024427,8-Diamino-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one

생성물 1

HCID 178440468HCID 178440468, 화합물

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
0 °C

실험 절차

A stirred mixture of 7,8-diamino-3-(4-chlorophenyl)-2-isopropyl-chromen-4-one (115 mg, 0.35 mmol) and 5% aqueous acetic acid (5 ml) is cooled to 0° C., and sodium nitrite (26 mg, 0.38 mmol) is added portionwise. The mixture is stirred for 18 h as it is allowed to warm to room temperature. The reaction is quenched with saturated aqueous sodium bicarbonate (50 ml), and the mixture is extracted with ethyl acetate (3×50 ml). The organic phases are combined, washed with saturated aqueous sodium bicarbonate (50 ml) and then with saturated brine (50 ml), dried (MgSO4), filtered and evaporated under reduced pressure. The residue is purified by chromatography on silica gel using n-hexane/ethyl acetate (0-100% ethyl acetate) as eluant to give the product as a colourless solid.

후처리

  1. temperatureto warm to room temperature
  2. customThe reaction is quenched with saturated aqueous sodium bicarbonate (50 ml)
  3. extractionthe mixture is extracted with ethyl acetate (3×50 ml)
  4. washwashed with saturated aqueous sodium bicarbonate (50 ml)
  5. dry with materialwith saturated brine (50 ml), dried (MgSO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residue is purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-a81fa0164648473a9dbc87061664acbf
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732435B2

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