HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → ({3-[(3-Bromo-5-chlorophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2-[(3-Bromo-5-chlorophenyl)oxy]-4-(bromomethyl)-1-chloro-3-fluorobenzene | HCID 68483677 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ({3-[(3-Bromo-5-chlorophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine | HCID 68487182 | 92% |
Reaction Steps
To a solution of 2-[(3-bromo-5-chlorophenyl)oxy]-4-(bromomethyl)-1-chloro-3-fluorobenzene (2.0 g, 4.7 mmol) in CH2Cl2 (10 mL) was added ammonia in methanol (7N, 100 mL). The reaction mixture was stirred for 4 h and concentrated. The resulting crude material was triturated from water to afford the title compound (1.55 g, 92%) as a white solid. 1H NMR (400 MHz, DMSO-d5): δ ppm 7.57-7.49 (m, 3H), 7.12-7.11 (m, 1H), 7.05-7.04 (m, 1H), 5.99 (br s, 2H), 3.95 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-ce3c09e53cc54c7bb6b1e985878503d4 |
| Source note | uspto-grants-2012_11 |