HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 726842Generated: October 26, 2026
Hydrochloric Acid → 4-Bromo-2-fluoro-1-(isocyanatomethyl)benzene
https://huagongshe.com/reaction/726842
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | (4-Bromo-2-fluorophenyl)methanamine | HCID 3770848 | — |
| Reactant | 4-Bromo-2-fluorobenzylamine hydrochloride | HCID 18468197 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-Bromo-2-fluoro-1-(isocyanatomethyl)benzene | HCID 15817401 | 92.1% |
Reaction Steps
A solution of 4-bromo-2-fluorobenzylamine (20.4 g, 0.10 mol) in toluene (300 ml) is saturated with gaseous hydrochloric acid at 25° C. The resulting suspension of the 4-bromo-2-fluorobenzylamine hydrochloride is heated at 100° C. Phosgene is passed in at this temperature. Stirring of the solution, which has eventually become clear, is continued at 100° C. for 1 hour, and the mixture is then refluxed to remove the gases phosgene and hydrogen chloride. The batch is worked up by distillation. 21.2 g of 4-bromo-2-fluorobenzyl isocyanate (boiling point 109° C. at 4 mbar) are obtained. Yield: 92.1% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05710319 |
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| Source dataset | uspto-grants-1998_01 |
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| ORD ID | ord-f9950dc95a94410486aae253107a9552 |
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| Source note | uspto-grants-1998_01 |
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