HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Isoquinolinamine → ethyl 4-imino-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Isoquinolinamine | HCID 73742 | — |
| Reactant | 2-Propenoic acid, 2-cyano-3-ethoxy-, ethyl ester | HCID 78943 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl 4-imino-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate | HCID 22758844 | 67.3% |
Reaction Steps
A mixture of 1-aminoisoquinoline (14.4 g., 0.10 mole) and ethyl ethoxymethylenecyanoacetate (16.9 g., 0.10 mole) was plunged into an oil bath at 105°-110° and kept there for 10 minutes under a nitrogen atmosphere. During this time the mixture melted, evolved ethanol and set solid. The solid was crystallized from toluene to give bright yellow crystals (18 g., 67% yield) of ethyl 4-imino-4H-pyrimido[2,1-a]isoquinoline-3-carboxylate, m.p. 197°-199°. Another recrystallization from toluene provided an analytical sample, m.p. 199°-201°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04127720 |
| Source dataset | uspto-grants-1978_11 |
| ORD ID | ord-2a060bd6cabc43b1b7f7b671d8706318 |
| Source note | uspto-grants-1978_11 |