Benzenamine, 4-(1-methylpropyl)- → HCID 43702109、化合物

HRID 1846283ノート

反応式

HRID 1846283 の反応式
[F:1][C:2]1[CH:13]=[CH:12][C:5]2[NH:6]C(=O)O[C:9](=[O:10])[C:4]=2[CH:3]=1.[CH:14]([C:18]1[CH:23]=[CH:22][C:21]([NH2:24])=[CH:20][CH:19]=1)([CH2:16][CH3:17])[CH3:15]>CN(C=O)C>[NH2:6][C:5]1[CH:12]=[CH:13][C:2]([F:1])=[CH:3][C:4]=1[C:9]([NH:24][C:21]1[CH:22]=[CH:23][C:18]([CH:14]([CH2:16][CH3:17])[CH3:15])=[CH:19][CH:20]=1)=[O:10]

参加物

4

反応物 2

HCID 121771Benzenamine, 4-(1-methylpropyl)-HCID 2885605-Fluoroisatoic anhydride

生成物 1

HCID 43702109HCID 43702109、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
70 °C

実験手順

To a suspension 6-fluoro-1H-benzo[d][1,3]oxazine-2,4-dione (1.06 g, 5.90 mmol) in DMF (5 mL) was added 4-sec-butylphenylamine (1.95 mL, 11.8 mmol) at room temperature. The suspension was heated at 70° C. for 2 days, and cooled to room temperature. The reaction mixture was poured into crushed ice (150 mL), and extracted with dichloromethane. The organic layer was dried over Na2SO4, and evaporated under vacuum. The residue was purified by flash column chromatography on a Biotage (40 M silica column), using a gradient of hexane:ethyl acetate (9:1 to 8:2) mixture as eluent to afford 2-amino-N-(4-sec-butylphenyl)-5-fluorobenzamide. Yield: 1.16 g (69%).

後処理

  1. temperaturecooled to room temperature
  2. additionThe reaction mixture was poured
  3. extractionextracted with dichloromethane
  4. dry with materialThe organic layer was dried over Na2SO4
  5. customevaporated under vacuum
  6. customThe residue was purified by flash column chromatography on a Biotage (40 M silica column)

出典と根拠

ORDレコード
ord-1355f2ca03334437955617ee5acdc695
出典データセット
uspto-grants-2015_02
特許番号
US08952021B2

反応ノート

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