Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrimidine | HCID 9260 | — |
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 13067041 | HCID 13067041 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20532447 | HCID 20532447 | 68.7% |
Reaction Steps
A solution of 2-(n-dodecylamino)-4-(3-hydroxypropylamino)pyrimidine (0.67 g, 0.002 m) in dried dimethylformamide (10 ml) is treated with 3-bromo-1-propanol (0.31 g, 0.0022 m) and the resultant mixture is stirred at 35° C. until thin-layer chromatography (silica gel; 7.5 parts by volume chloroform, 0.5 parts by volume concentrated ammonium hydroxide, and 2.0 parts by volume methanol indicates the absence of starting pyrimidine. After cooling to room temperature, ether (50 ml) is added slowly to the mixture, the mixture is allowed to stir for 0.5 hour, the supernatant is decanted from the oil that separates, the oil is stirred vigorously with three separate portions of fresh ether, and then pumped dry to yield 0.65 g of 2-(n-dodecylamino)-1-(3-hydroxypropyl)-4-(3-hydroxypropylamino)pyrimidinium bromide as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04339453 |
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| Source dataset | uspto-grants-1982_07 |
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| ORD ID | ord-f123c602e28445d18dc5791662bd308a |
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| Source note | uspto-grants-1982_07 |
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