HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1654476Generated: October 30, 2026
Urea → 2H-Benzimidazol-2-one, 5-chloro-1,3-dihydro-1-(1-methylethyl)-
https://huagongshe.com/reaction/1654476
Participants
| Role | Name | HCID | Charge |
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| Reactant | Urea | HCID 1176 | — |
| Reactant | 4-Chloro-N~1~-(propan-2-yl)benzene-1,2-diamine | HCID 2735745 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2H-Benzimidazol-2-one, 5-chloro-1,3-dihydro-1-(1-methylethyl)- | HCID 10846160 | 43.8% |
Reaction Steps
A mixture of 2-amino-4-chloro-N-isopropylaniline (14 g) and urea (15 g) was stirred at 160° C. for 3.5 hours. After cooling, water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with diluted hydrochloric acid, an aqueous sodium hydroxide solution, a saturated sodium chloride solution and dried over anhydrous magnesium sulfate and then the solvent was distilled off under reduced pressure. To the residue was added isopropyl alcohol and the obtained crystal was separated by filtration and recrystallized from acetonitrile to give 5-chloro-1-isopropylbenzimidazol-2-one (7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05407936 |
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| Source dataset | uspto-grants-1995_04 |
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| ORD ID | ord-0ffd5348313c483d8daac2673a2bbd66 |
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| Source note | uspto-grants-1995_04 |
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