7-[(5-Chloromethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline → 7-[(5-Aminomethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline-hydrochloride

HRID 1285166노트

반응식

HRID 1285166 반응식
[Cl:1][CH2:2][C:3]1[O:7][N:6]=[C:5]([CH2:8][N:9]2[C:18]3[C:17](=[O:19])[N:15]([CH3:16])[C:14](=[O:20])[N:13]([CH3:21])[C:12]=3[N:11]=[CH:10]2)[N:4]=1.C(N)(=O)C1C(=CC=CC=1)C([NH2:27])=O.[K]>CN(C)C=O>[ClH:1].[NH2:27][CH2:2][C:3]1[O:7][N:6]=[C:5]([CH2:8][N:9]2[C:18]3[C:17](=[O:19])[N:15]([CH3:16])[C:14](=[O:20])[N:13]([CH3:21])[C:12]=3[N:11]=[CH:10]2)[N:4]=1

참가 물질

4

반응물 2

HCID 202498997-[(5-Chloromethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophyllineHCID 53445390Potassium phthalamide

생성물 1

HCID 202499927-[(5-Aminomethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline-hydrochloride수율 74.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

30.9 g. 7-[(5-chloromethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline are heated in 300 cm3 dimethylformamide with 18.5 g. potassium phthalamide under stirring for 6 hours. Dimethylformamide is distilled off at reduced pressure, and the residue is triturated with 300 cm3 ethanol and 5.2 g. of hydrazine hydrate are added, the mixture is heated on water bath for 2 hours, acidified with concentrated aqueous hydrochloric acid, the mixture is boiled and filtered when hot and the filtrate is evaporated. After crystallization from methanol 24.7 g. (74.2% yield) of 7-[(5-aminomethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline-hydrochloride are obtained, m.p.: 204°-207° C.

후처리

  1. distillationDimethylformamide is distilled off at reduced pressure
  2. customthe residue is triturated with 300 cm3 ethanol and 5.2 g
  3. additionof hydrazine hydrate are added
  4. temperaturethe mixture is heated on water bath for 2 hours
  5. filtrationfiltered when hot
  6. customthe filtrate is evaporated
  7. customAfter crystallization from methanol 24.7 g

출처 및 근거

ORD 기록
ord-e1c804aa175a4d829526cdfcfcb3497a
출처 데이터셋
uspto-grants-1986_01
특허 번호
US04565817

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