HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanol → Tert-butyl (4-iodo-2-nitrophenyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | Diphosgene | HCID 10426 | — |
| Reactant | Isocyanate | HCID 105034 | — |
| Reactant | 4-Iodo-2-nitroaniline | HCID 11369072 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl (4-iodo-2-nitrophenyl)carbamate | HCID 23554339 | 82% |
Reaction Steps
Prepared the isocyanate from 4-iodo-2-nitroaniline (12.0 g, 45.5 mmol; prepared from 2-nitroaniline according to Wilson, J. Gerald; Hunt, Frederick C. Aust. J. Chem. 1983, 36, 2317-25; CAS-No. [20691-72-9]) with diphosgene (4.1 mL, 34.1 mmol) in EtOAc (250 mL), followed by treatment with tert.-BuOH (12 mL) in CH2Cl2 (60 mL) according to the general procedure A (method a). Obtained as a yellow solid (8.23 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06960578B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-b2e68bc88c7345baa693b555b75fce27 |
| Source note | uspto-grants-2005_11 |