HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosgene → 4-(1-benzyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(2-Amino-3-benzylamino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 57834983 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(1-benzyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester | HCID 57834993 | — |
Reaction Steps
To a solution of 4-(2-amino-3-benzylamino-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.176 g, 0.459 mmol) in 1 mL dichloromethane was added 1 mL of 2M aqueous sodium carbonate. Phosgene (0.261 mL of a 1.93 M solution in toleuene, 0.504 mmol) was added dropwise to the stirring solution over five minutes. Stirring was continued for two hours as a fine white precipitate was formed. The solid was filtered and dried under a stream of nitrogen to give 0.112 g of 4-(1-benzyl-2-oxo-2,3-dihydro-1H-benzoimidazol-4-yl)-piperazine-1-carboxylic acid tert-butyl ester as a fine white powder. MS: 409 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582760B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-17b2729ed8284301afbd9f41bc549ea1 |
| Source note | uspto-grants-2009_09 |