Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromoaniline | HCID 11562 | — |
| Reactant | 3-Bromoaniline--hydrogen chloride (1/1) | HCID 22736826 | — |
| Reactant | HCID 178503062 | HCID 178503062 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 18184414 | HCID 18184414 | 61.1% |
Reaction Steps
A mixture of 4-methylthioimidazo[4,5-h]quinazoline (0.216 g, 1 mmol), 3-bromoaniline (0.25 g, 1.5 mmol), and 3-bromoaniline hydrochloride (0.31 g, 1.5 mmol) in N-methylpyrrolidone (50 mL) is heated 120° C. for 2 h. The solvent is removed under vacuum and the residue is triturated with EtOH to give a solid which is recrystallized from MeOH to give 4-(3-bromoanilino)imidazo[4,5-h]quinazoline hydrochloride (0.23 g, 61%). 1H NMR (DMSO) δ11.11 (1H, brs), 8.93 (2H, s), 8.66 (1H, d, J=9.0 Hz), 8.11 (1H, brs), 8.07 (1H, d, J=9.0 Hz), 7.83 (1N, brd, J=6.8 Hz), 7.50-7.40 (2H,m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05679683 |
|---|
| Source dataset | uspto-grants-1997_10 |
|---|
| ORD ID | ord-a36c99cecc5440e4a5d306c78f2c1c3d |
|---|
| Source note | uspto-grants-1997_10 |
|---|
