HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 4-Acetyl-2-bromobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 1-(4-Amino-3-bromo-phenyl)-ethanone | HCID 1515281 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Acetyl-2-bromobenzonitrile | HCID 13347276 | 57.3% |
Reaction Steps
To a solution of the product obtained in step 1 (9.50 g, 44.38 mmol) in acetic acid (160 mL) was added sulfuric acid (95%, 7.4 mL) at 0° C. After stirring for 10 min a solution of NaNO2 (3.06 g, 44.38 mmol) in water (30 mL) was added slowly. Stirring was continued for 30 min. The reaction mixture was added drop wise to a solution of CuCN (3.975 g, 44.38 mmol) and KCN (8.667 g, 133.1 mmol) in water (60 mL). Stirring was continued for 30 min at 0° C. and 2 h at RT. Then the reaction mixture was poured into water (400 mL). Filtration of the resulting suspension gave the desired product as red solid (5.7 g, 57%), which was used in the following step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143242B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-a70212f59c0740348a9204bfa1613e1f |
| Source note | uspto-grants-2012_03 |