Acrylonitrile → HCID 57839027、化合物

HRID 732948ノート

反応式

HRID 732948 の反応式
[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[C:4]([C:6](=[CH:9]N(C)C)[C:7]#[N:8])=O.C(#N)C=C.Cl.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([O:34][CH3:35])[CH:33]=1)[C:28]([NH2:30])=[NH:29].C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[C:4]1[C:6]([C:7]#[N:8])=[CH:9][N:30]=[C:28]([C:27]2[CH:31]=[C:32]([O:34][CH3:35])[CH:33]=[C:25]([O:24][CH3:23])[CH:26]=2)[N:29]=1

参加物

6

反応物 4

HCID 7855AcrylonitrileHCID 10942334Sodium Methoxide2 回HCID 123012433,5-Dimethoxy-benzamidine hydrochlorideHCID 533953932-(2,4-Dichlorobenzoyl)-3-(dimethylamino)prop-2-enenitrile

生成物 1

HCID 57839027HCID 57839027、化合物収率 38.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of Step 2 acrylonitrile (1.5 g, 5.6 mmol) and 3,5-dimethoxybenzamidine hydrochloride (1.2 g, 5.6 mmol) in MeOH (30 mL) was added NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol). The reaction was heated to reflux for 5 hr. Additional NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol) was added and was kept for 16 hr. The reaction was cooled to ambient temperature and quenched by addition of H2O (50 mL). The reaction was filtered and the solid was washed with MeOH (40 mL) to give 4-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidine-5-carbonitrile (960 mg, 38.4%) as a white solid.

後処理

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 5 hr
  3. customquenched by addition of H2O (50 mL)
  4. filtrationThe reaction was filtered
  5. washthe solid was washed with MeOH (40 mL)

出典と根拠

ORDレコード
ord-f10b3ffa47a0438db377645a30483120
出典データセット
uspto-grants-2009_09
特許番号
US07589088B2

反応ノート

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