HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628539Generated: October 29, 2026
Dimethylformamide → 2-Chloro-5-fluoro-1,3-dinitrobenzene
https://huagongshe.com/reaction/1628539
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Phenol, 4-fluoro-2,6-dinitro- | HCID 94951 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Chloro-5-fluoro-1,3-dinitrobenzene | HCID 12361103 | 56.3% |
Reaction Steps
To a stirred solution of N,N-dimethylformamide (2.02, 26.1 mmol) in toluene (20 mL) was added thionyl chloride (2.86 mL, 39.2 mmol) at room temperature. After 10 min, 4-fluoro-2,6-dinitrophenol (5.27 g, 26.1 mmol) was added and the mixture was stirred for 7 h at 80° C. The reaction mixture was concentrated in vacuo, and the resulting solid was washed with ethanol to give the title compound as a pale yellow solid (3.24 g, 14.7 mmol, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785460B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-3f5e73079f0c4049af4d101d7d1f0051 |
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| Source note | uspto-grants-2014_07 |
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