O-Phenylenediamine → 2-[1H-benzimidazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrile
反応式
[C:1]1([NH2:8])[C:2]([NH2:7])=[CH:3][CH:4]=[CH:5][CH:6]=1.CS[C:11]([S:21][CH3:22])=[C:12]([C:15]1[N:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[C:13]#[N:14]>>[NH:7]1[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][C:1]=2[NH:8][C:11]1=[C:12]([C:15]1[N:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[C:13]#[N:14].[S:21]1[C:22]2[CH:4]=[CH:5][CH:6]=[CH:1][C:2]=2[NH:7][C:11]1=[C:12]([C:15]1[N:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[C:13]#[N:14]参加物
4
実験手順
In the first step of the synthesis, a benzene-1,2-diamine (1, X═NH) or 2-aminothiophenol (1, X═S) is coupled with a 3,3-bis(methylthio)-2-(pyrimidin-2-yl)acrylonitrile 9 to give a 2-[1H-benzimidazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrile or 2-[benzothiazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrile 6. The reaction is carried out under generally the same conditions as are used in the first step of the first half of Reaction Scheme 1. In the second step, the compound of formula 6 is hydrolyzed to a 2-[1H-benzimidazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetamide or 2-[benzothiazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetamide 8, as in Reaction Scheme 1.
後処理
- customIn the first step of the synthesis
出典と根拠
- ORDレコード
- ord-3c716cd7d49e4fd8946d26b4e248cd3e
- 出典データセット
- uspto-grants-2012_03
- 特許番号
- US08129396B2
反応ノート
読み込み中…