HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629295Generated: October 30, 2026
1,1'-Carbonyldiimidazole → 5-Bromo-6-(2,4-difluorophenoxy)-1,3-dihydro-2H-benzimidazol-2-one
https://huagongshe.com/reaction/629295
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 4-Bromo-5-(2,4-difluorophenoxy)benzene-1,2-diamine | HCID 118093676 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-6-(2,4-difluorophenoxy)-1,3-dihydro-2H-benzimidazol-2-one | HCID 118093670 | 39% |
Reaction Steps
A solution of 4-bromo-5-(2,4-difluorophenoxy)benzene-1,2-diamine (0.371 g, 1.18 mmol) in ethyl acetate (5.20 mL) was treated with N,N-carbonyldiimidazole (0.23 g, 1.4 mmol) and stirred at 50° C. for 30 min. The reaction mixture was treated with additional N,N-carbonyldiimidazole (1.2 eq) and stirred at 50° C. for 1 h. The reaction mixture was cooled to 20° C. and the heterogeneous mixture was filtered to give the desired product (156 mg, 39%) as a light grey solid. LCMS calculated for C13H8BrF2N2O2 (M+H)+: m/z=341.0, 343.0. found: 341.0, 342.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09315501B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-c1d26d6cfcb74444942ccb70b51f5a20 |
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| Source note | uspto-grants-2016_04 |
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