Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Aminobenzoic Acid | HCID 978 | — |
| Reactant | 4-Anilino-2,5-dichloropyrimidine | HCID 18768047 | — |
| Solvent | Sulfolane | HCID 31347 | — |
| Product | HCID 18768041 | HCID 18768041 | 97% |
Reaction Steps
Ethereal hydrogen chloride (1.0M; 10 ml, 10.0 mmol) was added to a solution of 4-anilino-2,5-dichloropyrimidine (Method 2; 2.41 g, 10.0 mmol) and 4-aminobenzoic acid (1.10 g, 8.0 mmol) in sulpholane (10 ml) and the mixture was heated at 140° C. for 3 hours. The mixture was left to cool and acetone (75 ml) was added. The insoluble solid was collected by filtration and washed with acetone (50 ml) to give the product (2.63 g, 97%). NMR: 7.25 (t, 1H), 7.4 (t, 2H), 7.55-7.65 (m, 4H), 7.7 (d, 2H), 8.35 (s, 1H), 9.6 (br s, 1H), 10.4 (br s, 1H); MS (MH+): 341, 343.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06649608B2 |
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| Source dataset | uspto-grants-2003_11 |
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| ORD ID | ord-3ff2d05fcd454941a8c305f1f48bd677 |
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| Source note | uspto-grants-2003_11 |
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