HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445172Generated: October 29, 2026
Benzene, 1-(bromomethyl)-3-nitro- → (4-Isopropyl-phenyl)-[2-(3-nitro-benzylamino)-5-propargyloxy-phenyl]-methanone
https://huagongshe.com/reaction/445172
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-(bromomethyl)-3-nitro- | HCID 77568 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2-Amino-5-(prop-2-yn-1-yloxy)phenyl)(4-isopropylphenyl)methanone | HCID 45139628 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Isopropyl-phenyl)-[2-(3-nitro-benzylamino)-5-propargyloxy-phenyl]-methanone | HCID 86761896 | 79% |
Reaction Steps
A mixture of 30 g (102 mmol) (2-amino-5-propargyloxy-phenyl)-(4-isopropyl-phenyl)-methanone, 23.8 g (110 mmol) 3-nitrobenzylbromide and 21 ml (120 mmol) Hünig's base in 160 ml methylene chloride is stirred overnight at 45° C. The resulting dark solution is washed twice with 200 ml water and with brine. Purification of the crude product by chromatography (CH2Cl2/petroleum ether 1:1) affords 34.4 g (79%) of a viscous red oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476286B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-f6dc5ad0663a4197b0f8153817734f5c |
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| Source note | uspto-grants-2013_07 |
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