HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Bromoacetyl)benzonitrile → 4-(2-methyl-1,3-thiazol-4-yl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Bromoacetyl)benzonitrile | HCID 98654 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Thioacetamide | HCID 2723949 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Diethylether hexane | HCID 21584099 | — |
| Product | 4-(2-methyl-1,3-thiazol-4-yl)benzonitrile | HCID 716353 | 93% |
Reaction Steps
Suspend 4-cyanophenacyl bromide (515 mg, 2.23 mmol) in ethanol (15 mL). Add thioacetamide (171 mg, 2.23 mmol) and sodium bicarbonate (187 mg, 2.23 mmol) and heat the mixture under reflux for 2 h. Concentrate in vacuo and dissolve the residue in DCM. Wash the organic fraction with water, dry over Na2SO4, filter and concentrate to give a solid. Suspend the solid in ether/hexane and filter under vacuum washing with hexane to obtain the desired intermediate as a white solid (415 mg, 93%). GC-MS m/z: 200 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580780B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-5dcf51b07eeb478bae9d88d8dba2271a |
| Source note | uspto-grants-2013_11 |