4-Aminobenzoic Acid → Benzimidazole

HRID 1993815

반응식

HRID 1993815 반응식
[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]

참가 물질

9

반응물 5

HCID 9784-Aminobenzoic AcidHCID 6115AnilineHCID 7898CyanoacetamideHCID 10040ThiophosgeneHCID 178418790HCID 178418790, 화합물

생성물 4

HCID 5798BenzimidazoleHCID 7222BenzothiazoleHCID 88733Benzenamine, 4-(2-benzoxazolyl)-HCID 13573014Thiocarbamoyl cyanoacetamide

실험 절차

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.

출처 및 근거

ORD 기록
ord-acf9ff7ba07e412e9887c036d410a8b1
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652047B2

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