Sodium Nitrite → HCID 178440468、化合物

HRID 14502

反応式

HRID 14502 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 178440468HCID 178440468、化合物

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a81fa0164648473a9dbc87061664acbf
出典データセット
uspto-grants-2010_06
特許番号
US07732435B2

関連ノート

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