HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252144Generated: October 26, 2026
Dimethylformamide → 2,4,6-Trichlorobenzonitrile
https://huagongshe.com/reaction/252144
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,3,5-Trichloro-2-iodobenzene | HCID 232054 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,4,6-Trichlorobenzonitrile | HCID 522179 | 84% |
Reaction Steps
Add 1-iodo-2,4,6-trichlorobenzene (1500 mg, 4.88 mmol), zinc cyanide (345 mg, 2.94 mmol) and tetrakis(triphenylphosphine)palladium(0) (282 mg, 0.244 mmol) to anhydrous DMF (30 mL). Heat to 85° C. overnight. Cool to room temperature, dilute with toluene, wash with 2 N ammonium hydroxide (3×) and saturated aqueous sodium chloride and concentrate. Purify by silica gel chromatography, eluting with hexanes/dichloromethane to give 2,4,6-trichlorobenzonitrile (850 mg, 84%): 1H NMR (400 MHz, CDCl3) δ 7.76 (s, 1H), 7.65 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07868014B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-bcba059513ab48168ac1f4d8f52ee5d0 |
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| Source note | uspto-grants-2011_01 |
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