Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 5-Chloro-2-nitroaniline | HCID 74218 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | N-(5-chloro-2-nitrophenyl)urea | HCID 68810151 | 60% |
Reaction Steps
To a solution of triphosgene (3.613 g, 12.175 mmol) in toluene (15 ml) was added a solution of 5-chloro-2-nitroaniline (2.100 g, 12.175 mmol) in toluene (15 ml) over 0.5 h and then the reaction was heated at 80° C. for 24 h. The reaction was then cooled and carefully poured onto aqueous NH3. This mixture was stirred for 1 h, filtered, washed with water (100 ml), MeOH (50 ml) and ethyl acetate (50 ml) to leave the desired product as a yellow solid (1.558 g, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08071592B2 |
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| Source dataset | uspto-grants-2011_12 |
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| ORD ID | ord-38fcfac85a1a47d69f06600f339a3d19 |
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| Source note | uspto-grants-2011_12 |
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