Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrimidine | HCID 9260 | — |
| Reactant | Dodecylamine | HCID 13583 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | HCID 13067039 | HCID 13067039 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13067041 | HCID 13067041 | 84.4% |
Reaction Steps
A mixture of 2-chloro-4-(3-hydroxypropylamino)pyrimidine (37 g, 0.2 m), n-dodecylamine (81.5 g, 0.44 m), ethanol (2.5 l) and water (250 ml) is heated under reflux 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 absence of the pyrimidine starting material. After concentration of the mixture, the residue is taken up in methylene chloride, and filtered from some n-dodecylamine hydrochloride. The organic solution is washed with water, dried and concentrated, and the residue is chromatographed on silica gel using a chloroform-ethanol eluant system (0-10% by volume of ethanol) to yield 56 g of 2-n-dodecylamino-4-(3-hydroxypropylamino)pyrimidine, m.p. 58°-59° C.
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-287d788594364feaaeb1cc7ccb308223 |
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| Source note | uspto-grants-1982_07 |
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