HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → But-2-ynoic acid [4-(3-dimethylamino-phenylamino)-quinazolin-6-yl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,3-Benzenediamine, N1,N1-dimethyl-, hydrochloride (1:2) | HCID 77124 | — |
| Reactant | N-[3-Cyano-4-[[(dimethylamino)methylene]amino]phenyl]-2-butynamide | HCID 18350692 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | But-2-ynoic acid [4-(3-dimethylamino-phenylamino)-quinazolin-6-yl]-amide | HCID 9946151 | 58.5% |
Reaction Steps
A mixture of 2.54 grams (0.01 moles) of but-2-ynoic acid [3-cyano-4-(dimethylamino-methyleneamino)-phenyl]-amide, 2.40 grams (0.0115 moles) of N, N-dimethyl-1,3-phenylenediamine dihydrochloride, and 1.59 grams (0.0115 moles) of potassium carbonate in 2.5 mL of glacial acetic acid and 5 mL of acetonitrile was refluxed for an hour. On cooling the solid was filtered and recrystallized from methyl cellusolve to give 2.02 grams (58%) of the desired product, which melted at 252-254° C. MS M+H=346.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06251912B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-eb7e7e5b64bb4414b505ee7809d43b83 |
| Source note | uspto-grants-2001_06 |