HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetyl chloride → 2-Chloromethyl-3-(2-chlorophenyl)-3H-benzo[g]quinazolin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetyl chloride | HCID 6577 | — |
| Reactant | 3-Aminonaphthalene-2-carboxylic acid (2-chlorophen-yl)amide | HCID 61209521 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 2-Chloromethyl-3-(2-chlorophenyl)-3H-benzo[g]quinazolin-4-one | HCID 22316583 | 39% |
Reaction Steps
Prepared according to Procedure B with 1n (500 mg, 1.68 mmol) and chloroacetyl chloride (0.40 mL, 5.05 mmol) in acetic acid (10 mL). Purified by chromatography in CH2Cl2 followed by recrystallization from isopropanol to afford 232 mg of a light-brown solid (39%). 1H NMR (CDCl3) δ: 8.92 (s, 1H); 8.29 (s, 1H); 8.81 (d, J=8.3, 1H); 8.32 (d, J=8.3 Hz, 1H); 7.51-7.69 (m, 4H); 7.55 (d, J=5.2 Hz, 1H); 7.53 (d, J=3.8 Hz, 1H); 4.43 (d, J=12 Hz, 1H), 4.12 (d, J=12 Hz, 1H). MS (ES): m/z 355.0 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653077B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-59dace9db60848c6975589476510b34f |
| Source note | uspto-grants-2014_02 |