O-Phenylenediamine → 2-[1H-benzimidazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrile

HRID 1091623노트

반응식

HRID 1091623 반응식
[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]

참가 물질

4

반응물 2

HCID 7243O-Phenylenediamine2회HCID 592682083,3-Bis(methylthio)-2-(pyrimidin-2-yl)acrylonitrile

생성물 2

HCID 665932562-[1H-benzimidazol-2(3H)-ylidene]-2-(pyrimidin-2-yl)acetonitrileHCID 66593501HCID 66593501, 화합물

실험 절차

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.

후처리

  1. customIn the first step of the synthesis

출처 및 근거

ORD 기록
ord-3c716cd7d49e4fd8946d26b4e248cd3e
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129396B2

반응 노트

불러오는 중…