HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2Z)-3-Amino-2-butenenitrile → HCID 67018067, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2Z)-3-Amino-2-butenenitrile | HCID 5325263 | — |
| Reactant | 4-Formyl-3-methoxybenzonitrile | HCID 16659251 | — |
| Reactant | HCID 59492364 | HCID 59492364 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 67018067 | HCID 67018067 | — |
Reaction Steps
47.6 mg (0.295 mmol) of the compound from example 3A, 50 mg (0.295 mmol) of the compound from example 24A and 24 mg (0.295 mmol) of 3-aminocrotononitrile are dissolved in 2 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator, and the crude product is purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→95:5). 23 mg (19% of theory) of the title compound are obtained in 90% purity (by LC-MS) and can be further purified by crystallization from ethyl acetate. 3 mg (3% of theory) of the target compound are thus isolated in pure form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404723B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-a15661a533d54d6c8837340d48bf9dca |
| Source note | uspto-grants-2013_03 |