HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 58513608, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 59253284 | HCID 59253284 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58513608 | HCID 58513608 | 90.5% |
Reaction Steps
A mixture of N-{5-bromo-2-[(cyclopropylmethyl)amino]phenyl}-3,3-dimethylbutanamide (Step C, 761 mg, 2.24 mmol) and p-toluenesulfonic acid monohydrate (426 mg, 2.24 mmol) in toluene (40 mL) was stirred under reflux for 23 h with Dean-Stark apparatus. Water (10 mL) and aqueous ammonia (5 mL) were added and the mixture was extracted with ethyl acetate (20 mL×2). The organic extracts were dried over sodium sulfate and concentrated. The residue was purified by column chromatography on silica gel (hexane:ethyl acetate=9:1 as eluent) to give the title compound (651 mg, 90%) as a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598393B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-d8d20ebcd6b44a49b7020ec676648670 |
| Source note | uspto-grants-2009_10 |