Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Nitroso-2,4,6-pyrimidinetriamine | HCID 70504 | — |
| Reactant | HCID 18946279 | HCID 18946279 | — |
| Reactant | Sodium 2-ethoxyethoxide | HCID 23667900 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Glycol monoethyl ether | HCID 8076 | — |
| Product | HCID 18946288 | HCID 18946288 | 64.8% |
Reaction Steps
A mixture of 4-[3-(4-formyl-1-piperazinyl)propylamino]benzylcyanide (1.15 g, 4.0 mmol), 5-nitroso-2,4,6-triamino-pyrimidine (0.56 g, 3.6 mmol) and 0.2N sodium-(2-ethoxy-ethoxide) in 2-ethoxyethanol (18 ml) was stirred under reflux for 3 hours, then NaOH (0.14 g, 3.5 mmol) was added and stirring under reflux was continued for further 2.5 hours. After cooling the mixture was diluted with 100 ml of ether. The separated precipitate was collected, washed with ether, then with water and dried to afford the title compound (0.92 g) as a yellow powder, yield: 64.8%. The above product was dissolved in a hot solution of L(+)-tartaric. acid (0.75 g, 5 mmol) in water (6 ml) and after cooling the mixture was diluted with methanol (6 ml). The separated crystals were collected, washed with methanol and dried to give the ditartrate of the title compound, mp. 170°-178° C. Yield of the salt formation: 51.9%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05380724 |
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| Source dataset | uspto-grants-1995_01 |
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| ORD ID | ord-e51f0e00a8ea4bcfa3a0f152a8d646f5 |
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| Source note | uspto-grants-1995_01 |
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