HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409308Generated: October 31, 2026
Ammonia → 4-Amino-2-chloro-6-fluorobenzonitrile
https://huagongshe.com/reaction/1409308
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonia | HCID 222 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 4-Bromo-3-chloro-5-fluoroaniline | HCID 67168370 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Amino-2-chloro-6-fluorobenzonitrile | HCID 59635883 | 70.4% |
Reaction Steps
4-Bromo-3-Chloro-5-fluoroaniline (980 mmol, 220 g), copper(I)cyanide (980 mmol, 88 g) and NMP (1000 ml) were added into the reaction flask, heated up to 160° C. and stirred for 3 h to complete the reaction. The reaction mixture was cooled to RT. Water and 25% ammonia solution was added keeping the mixture at RT. The mixture was stirred overnight and the formed precipitate was separated by filtration and flushed with water. The filtered precipitate was dried under vacuum to give 117.7 g of the title compound. 1H-NMR (400 MHz, DMSO-d6): δ 6.41-6.47 (m, 1H), 6.58-6.62 (m, 1H), 6.86 (bs, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921378B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-47b86430debb4c03a6dd09ac183176b2 |
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| Source note | uspto-grants-2014_12 |
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