HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetic acid → 6-Amino-1-cyclopropyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | 1-Cyclopropylurea | HCID 272626 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | 6-Amino-1-cyclopropyl-1,2,3,4-tetrahydropyrimidine-2,4-dione | HCID 7131548 | — |
Reaction Steps
To a solution of 64 g (0.75 mol) cyanoacetic acid and 250 ml of acetic anhydride was added 70 g (0.7 mol) of cyclopropylurea. The solution was stirred at 60°-70° C. for 2 hours. After cooling white crystals were filtered off and washed with ethanol. Yield 76.7 g (66%) (I). This was suspended in 200 ml of hot water and 55 ml of 5N NaOH was added in portions so the solution the whole time was basic. The reaction mixture was refluxed for 20 minutes and then neutralized with 5N HCl. After cooling, white crystals were filtered off. Yield 31.7 g (42%) (II) NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04644001 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-7f92b054974042b8a2378623eef532b5 |
| Source note | uspto-grants-1987_02 |