Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenylamine | HCID 23120301 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68468856 | HCID 68468856 | 44.8% |
Reaction Steps
To 2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenylamine (3.4 g, 10 mmol) in DCE (20 mL) and HOAc (20 mL) was added urea (1.2 g, 20 mmol). The mixture was stirred at 100° C. for 24 hrs and was then partitioned between DCM (150 mL) and sat. NaHCO3 solution (150 mL). Additional solid NaHCO3 was added until the aqueous layer pH value was 8. The organic layer was separated, washed with saturated NaHCO3 and brine, dried over MgSO4 and evaporated to obtain a yellow oil. The oil was re-dissolved in DCM (10 mL) and ether (50 mL) and stood at rt for 12 hrs to give [2-chloro-5-(2,3,4,5-tetrahydro-benzo[b]azepine-1-sulfonyl)-phenyl]-urea (1.7 g) as a white solid. MS: 379.7 (M+H)+; tR=6.67 min (method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08507536B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-3e1827b1cf4d435e84ce6a9ae50cf33e |
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| Source note | uspto-grants-2013_08 |
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