Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Carbamimidoylazanium Chloride | HCID 5460839 | — |
| Reactant | HCID 12094383 | HCID 12094383 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178513089 | HCID 178513089 | 57.6% |
Reaction Steps
0.22 g of sodium is added to 20 cm3 of absolute ethanol under an inert atmosphere. After the sodium has totally disappeared, 0.94 g of guanidinium chloride is added. The reaction mixture is stirred under an inert atmosphere at a temperature in the region of 20° C. for 1 hour, followed by addition of a solution of 2 g of ethyl (2-benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetate in 5 cm3 of absolute ethanol. The reaction mixture is stirred at a temperature in the region of 20° C. for 18 hours and is then concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. The residue is taken up in a mixture of 10 cm3 of water and 30 cm3 of diethyl ether and is then stirred at a temperature in the region of 0° C. for 15 minutes. The precipitate obtained is filtered off, washed with twice 10 cm3 of ice-cold water and then dried in a desiccator under reduced pressure (2 kPa) at a temperature in the region of 20° C. 1.2 g of N-[(2-benzyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetyl]guanidine are thus obtained in the form of a white powder melting at 222-225° C. Infrared spectrum (KBr) 3488; 3410; 3344; 1662; 1621; 1521; 1382 and 704 cm−1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07589117B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-d5a38245686a40dab272e980b431bc05 |
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| Source note | uspto-grants-2009_09 |
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