Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Butyl isocyanate | HCID 8110 | — |
| Reactant | 1-(6,7-Dimethoxy-4-quinazolinyl)-4-piperidinemethanamine | HCID 13881846 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 20351353 | HCID 20351353 | 49.7% |
Reaction Steps
n-Butylisocyanate (1.8 g.) was added to a stirred solution of 6,7-dimethoxy-4-[4-(aminomethyl)piperidino]- quinazoline (5 g.) in dry chloroform (100 ml.). The mixture was then stirred at room temperature for 3 hours, then left standing for 72 hours. An equal volume of 1 N hydrochloric acid was added, the organic phase separated, and the aqueous phase basified to pH 10 with aqueous potassium carbonate solution. The mixture was extracted with chloroform (2×100 ml.), the extracts combined, dried (MgSO4), and taken to dryness in vacuo. The resultant solid was recrystallized twice from acetonitrile and then once from a mixture of isopropanol and ether to yield 6,7-dimethoxy-4-[4-(3-n-butylureidomethyl) piperidino]quinazoline (3.3 g.), m.p. 141°-143° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04188391 |
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| Source dataset | uspto-grants-1980_02 |
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| ORD ID | ord-e246fd00f9ee477eb9a21c184d445910 |
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| Source note | uspto-grants-1980_02 |
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