HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isocyanate → 5-(R)-(4-bromobenzyl)-3-(5-amino-3-chlorophenyl)-5-methylimidazoline-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isocyanate | HCID 105034 | — |
| Reactant | 5-(R)-(4-bromobenzyl)-3-(5-acetamino-3-chlorophenyl)-5-methylimidazoline-2,4-dione | HCID 15546321 | — |
| Reactant | (R)-alpha-methyl-4-bromophenylalanine methyl ester | HCID 16079742 | — |
| Reactant | HCID 18542894 | HCID 18542894 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 5-(R)-(4-bromobenzyl)-3-(5-amino-3-chlorophenyl)-5-methylimidazoline-2,4-dione | HCID 15546322 | — |
Reaction Steps
5-(R)-(4-bromobenzyl)-3-(5-acetamino-3-chlorophenyl)-5-methylimidazoline-2,4-dione (prepared by the process described in Example 1 from the isocyanate derivative of (R)-α-methyl-4-bromophenylalanine methyl ester and 5-acetamino-3-chloroaniline) was hydrolyzed by heating in 2N HCl to give 5-(R)-(4-bromobenzyl)-3-(5-amino-3-chlorophenyl)-5-methylimidazoline-2,4-dione. Sandmeyer reaction with NaNO2, CuCN and KCN provided the title compound as a resin.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06353013B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-c90f84d5985d47aaaab965f45582a923 |
| Source note | uspto-grants-2002_03 |