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

HRID 1285166ノート

反応式

HRID 1285166 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e1c804aa175a4d829526cdfcfcb3497a
出典データセット
uspto-grants-1986_01
特許番号
US04565817

反応ノート

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