对氨基苯甲酸 → 苯并咪唑

HRID 33756

反应方程式

HRID 33756 反应方程式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][CH:10]=1.[N-:18]=[C:19]=[S:20].C(Cl)(Cl)=S.[C:25]([CH2:27][C:28]([NH2:30])=[O:29])#[N:26]>>[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]2[O:15][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[N:1]=2)=[CH:16][CH:17]=1.[S:20]1[C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:18]=[CH:19]1.[N:1]1[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[NH:26][CH:25]=1.[C:19]([CH:27]([C:25]#[N:26])[C:28]([NH2:30])=[O:29])(=[S:20])[NH2:18]

参与物

9

反应物 5

HCID 978对氨基苯甲酸HCID 6115苯胺HCID 7898氰乙酰胺HCID 10040硫光气HCID 178418790HCID 178418790，化合物

产物 4

HCID 5798苯并咪唑HCID 7222苯并噻唑HCID 887334-(苯并[D]恶唑-2-基)苯胺HCID 13573014Thiocarbamoyl cyanoacetamide

实验过程

The 2-(4-aminophenyl)benzoxazole, benzothiazole, or benzimidazole was prepared by condensation of the appropriate aniline derivative with p-amino benzoic acid using polyphosphoric acid. The product was converted to the corresponding isothiocyanate with thiophosgene and subsequently condensed with cyanoacetamide to form the thiocarbamoyl cyanoacetamide. Treatment with bromine afforded the cyano hydroxy thiazole, which was converted to carboxamidine by treatment with the appropriate amide, as shown above.

来源与证据

ORD记录
ord-ffad715435b24c70909bdbc409e32c04
来源数据集
uspto-grants-2008_09
专利号
US07429667B2

关联笔记

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