HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096793Generated: October 30, 2026
Methanol → 5-Bromo-1,3-dihydro-2H-benzimidazol-2-one
https://huagongshe.com/reaction/2096793
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 4-Bromobenzene-1,2-diamine | HCID 323593 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 5-Bromo-1,3-dihydro-2H-benzimidazol-2-one | HCID 12228060 | — |
Reaction Steps
1,1′-Carbonyldiimidazole (2.1 g) in NMP (5 ml) was added to a solution of 4-bromo-o-phenylenediamine (CAS Reg. No. 1575-37-7, 2 g) in NMP (5 ml). The mixture was heated to 100° C. for 2 h and then allowed to cool to 60° C. MeOH (3 ml) was added, and the mixture was allowed to cool to room temperature. Water (50 ml) was added. The mixture was filtered. The residue was washed with isopropanol and then dried in vacuo to give the title compound (1.65 g) as a dark brown solid. MS (m/e, ISP neg. ion)=213.1 [M−H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450313B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-5eb3a45532c3471dae728e3d279d97a0 |
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| Source note | uspto-grants-2013_05 |
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