HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694607Generated: October 29, 2026
Methylamine → 3-Desbromo-3-chloro-Chlorantraniliprole
https://huagongshe.com/reaction/1694607
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 6-chloro-2-[3-chloro-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-one | HCID 21113390 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Desbromo-3-chloro-Chlorantraniliprole | HCID 11647840 | — |
Reaction Steps
To a solution of 6-chloro-2-[3-chloro-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-8-methyl-4H-3,1-benzoxazin-4-one (i.e. the benzoxazinone product of Example 3, Step E) (6.32 g, 15.47 mmol) in tetrahydrofuran (50 mL) was added methylamine (2.0 M solution in THF, 38 mL, 77.38 mmol), and the reaction mixture was heated to 60° C., stirred for 1 hour and then cooled to room temperature. The tetrahydrofuran solvent was evaporated under reduced pressure, and the residual solid was purified by chromatography on silica gel to afford the title compound, a compound of the present invention, as a white solid (4.57 g) melting at 225-226° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158802B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-f54a333aef374d76ae4759eab9472e14 |
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| Source note | uspto-grants-2012_04 |
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