HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858577Generated: October 25, 2026
Methyl Isocyanate → 1-[1-(4-Bromo-phenyl)ethyl]-3-methyl-urea
https://huagongshe.com/reaction/858577
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | (R)-4-bromo-alpha-methylbenzylamine | HCID 853000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[1-(4-Bromo-phenyl)ethyl]-3-methyl-urea | HCID 47127327 | 94% |
Reaction Steps
To a stirred solution of (R)-(+)-1-(4-bromophenyl)ethylamine (0.5 g, 2.49 mmol) in anhydrous CH2Cl2 was added methyl isocyanate (0.15 mL, 2.49 mmol). The resulting solution was stirred at 25° C. overnight. CH2Cl2 was evaporate and residue partitioned between EtOAC and 1 N HCl. The organic layer was washed with H2O, brine and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by flash column chromatography (80% EtOAc in hexanes) to provide the desired product (0.60 g, 94%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07148226B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-2ab5911dda914485bf2df388fee5d0f1 |
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| Source note | uspto-grants-2006_12 |
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