Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Theophylline | HCID 2153 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Heptanol, 7-chloro- | HCID 91952 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 20244075 | HCID 20244075 | 21.4% |
Reaction Steps
18 g of theophylline are added under stirring at room temperature to a solution of 4.1 g of sodium hydroxide in 50 ml of water and 50 ml of methanol. After stirring the mixture at 70° C. 15.8 g of 7-chloro-1-heptanol are added. The mixture is then maintained at 70° C. for 22 hours and then it is subjected to evaporation under reduced pressure until it is dry. The residue is dissolved in 150 ml of 1-N-sodium hydroxide and the mixture is extracted with methylene chloride. After washing out with water and drying over sodium sulfate the methylene chloride solution is concentrated under reduced pressure and the oily residue is several times recrystallized from diisopropyl ether. 6.3 g of 1,3-dimethyl-7-(7'-hydroxyheptyl)-xanthine are obtained (yield, referred to reacted theophylline, =79.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04576947 |
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| Source dataset | uspto-grants-1986_03 |
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| ORD ID | ord-04c624bb70bf4b799d2a17bfb822292d |
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| Source note | uspto-grants-1986_03 |
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