Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 57475771 | HCID 57475771 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 86649698 | HCID 86649698 | — |
Reaction Steps
A mixture of (4-(3-bromophenyl)-3,6-dihydro-2H-pyran-3-yl)methyl methanesulfonate (4.82 g, 11.7 mmol) and thiourea (1.78 g, 23.3 mmol) in isopropyl alcohol (100 mL) is heated to reflux for 24 h. The reaction is cooled and the solvent is removed under reduced vacuum to give a residue that is combined with acetonitrile (30 mL) and hexanes (10 mL). A solid crystallizes and the slurry is cooled to 0° C. The slurry is filtered using 3:1 ACN:hexanes as a rinse (25 mL) to give the title compound as the mesylate salt (3.45 g, 70%). ES/MS m/e (79Br/81Br) 327, 329 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08278441B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-8e8841837e4c43138112f98b23f7cde0 |
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| Source note | uspto-grants-2012_10 |
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