HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyl isocyanate → HCID 69299765, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyl isocyanate | HCID 8110 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 16781125 | HCID 16781125 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69299765 | HCID 69299765 | 92% |
Reaction Steps
To a solution of methyl 4-[[[2-(dimethylamino)ethyl]amino]methyl]benzoate (compound obtained in Reference Example 36(1), 200 mg) in methylene chloride (4 mL) is added n-butyl isocyanate (143 μL) and the mixture is stirred at room temperature for 4 hours. The reaction mixture is diluted with chloroform (5 mL) and thereto is added a saturated sodium hydrogencarbonate solution (10 mL). After stirring, the organic layer is separated and concentrated. The resultant crude product is purified by column chromatography on silica gel (Solvent; chloroform:methanol=100:0→90:10) to give methyl 4-[[N-(butylcarbamoyl)-N-[2-(dimethylamino)ethyl]amino]methyl]-benzoate (261 mg, yield; 92%) as a pale yellow oil. MS (APCI) m/z: 336 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384952B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-f89f7e102876489ca8f944a4d3c36205 |
| Source note | uspto-grants-2008_06 |