Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | N-(2,3-Dihydro-1H-inden-1-yl)-4,5-dihydro-1,3-thiazol-2-amine | HCID 25191688 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 58426082 | HCID 58426082 | 64.2% |
Reaction Steps
A suspension of 0.70 g (3.2 mmol) (4,5-Dihydro-thiazol-2-yl)-indan-1-yl-amine, 0.52 g (4.8 mmol) cyanogen bromide and 1.56 g (4.8 mmol) CsCO3 in 10 ml acetonitrile—was stirred at 20° C. for 16 hours. The suspension was filtered and the solvent evaporated. The crude product was purified by flash chromatography using EtOAc/n-hexane (1:5) as eluent to yield 0.50 g of 2-(Indan-1-ylimino)-thiazolidine-3-carbonitrile (white crystals, m.p. 90-91° C.). 1H-NMR (400 MHz, CDCl3): 2.0-2.15 (1H, m); 2.40-2.50 (1H, m); 2.85-2.95 (1H, m); 3.0-3.10 (1H, m); 3.35-3.45 (2H, m), 3.90-4.0 (2H, m), 4.65 (1H, t), 7.10-7.30 (4H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08309739B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-5dab425e776b444c819b2833702f37d6 |
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| Source note | uspto-grants-2012_11 |
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