Diethylamine → 7-[(5-Diethylaminomethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline-hydrochloride salt

HRID 1285164Notes

Reaction equation

HRID 1285164 reaction equation
[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.[CH2:22]([NH:24][CH2:25][CH3:26])[CH3:23]>C1(C)C=CC=CC=1>[ClH:1].[CH2:22]([N:24]([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)[CH2:25][CH3:26])[CH3:23]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 202498997-[(5-Chloromethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline

Product 1

HCID 202499047-[(5-Diethylaminomethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline-hydrochloride salt

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

9.0 g. of 7-[(5-chloromethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline, 6 cm3 diethylamine and 50 cm3 toluene are heated on water bath for 8 hours under stirring. The mixture is evaporated at reduced pressure and the residue is washed with water, dissolved in 50 cm3 hot ethanol, treated with activated charcoal and treated with ethanol in hydrochloric acid. 8.3 g of 7-[(5-diethylaminomethyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline-hydrochloride salt are obtained. M.p.: 207°-210° C.

Workup

  1. customThe mixture is evaporated at reduced pressure
  2. washthe residue is washed with water
  3. dissolutiondissolved in 50 cm3 hot ethanol
  4. additiontreated with activated charcoal
  5. additiontreated with ethanol in hydrochloric acid

Sources & evidence

ORD record
ord-78a7ee4f793449e9bdd6877a0a10ff67
Source dataset
uspto-grants-1986_01
Patent number
US04565817

Reaction notes

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