p-Toluenesulfonic acid → 4-(1,3,4-oxadiazol-2-yl)benzoic Acid

HRID 1093772

반응식

HRID 1093772 반응식
[C:1]1(C)C=CC(S(O)(=O)=O)=CC=1.[NH:12]([C:14]([C:16]1[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=1)=[O:15])[NH2:13].C(OC(OCC)OCC)C>O>[O:15]1[CH:1]=[N:13][N:12]=[C:14]1[C:16]1[CH:24]=[CH:23][C:19]([C:20]([OH:22])=[O:21])=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 31214Ethyl orthoformateHCID 2794374-(Hydrazinocarbonyl)benzoic acid

생성물 1

HCID 71310554-(1,3,4-oxadiazol-2-yl)benzoic Acid수율 379.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

Hydrazine hydrate was added to a solution of terephthalic acid monomethyl ester (1 g, 5.5 mmol) in MeOH (10 mL) and stirring was continued for 1 hr. The reaction mixture was concentrated to afford 900 mg (90.09% Yield) of 4-hydrazinocarbonyl-benzoic acid. p-Toluene sulfonic acid (48 mg, 0.277 mmol) was added to a solution of 4-hydrazinocarbonyl-benzoic acid (500 mg, 2.77 mmol) in triethylorthoformate (7.5 mL, 44.0 mmol) and stirring was continued with heating at 100° C. for 3 hrs. The reaction mixture was diluted with water, the solid was collected to afford 200 mg (37.9% Yield) of 4-[1,3,4]oxadiazol-2-yl-benzoic acid.

후처리

  1. customthe solid was collected

출처 및 근거

ORD 기록
ord-bf4112086728446eb8be8ccc85d693be
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129376B2

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