HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2056828Generated: October 30, 2026
Acetone → 1-Chloro-4-(2-isocyanatopropan-2-yl)benzene
https://huagongshe.com/reaction/2056828
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-(4-Chlorophenyl)-2-methylpropanoyl chloride | HCID 13536863 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-Chloro-4-(2-isocyanatopropan-2-yl)benzene | HCID 13118323 | 96% |
Reaction Steps
The product of Example 76A (4.00 g, 19.4 mmol) in acetone (9 mL) at 0° C. was treated with a solution of sodium azide (1.27 g) in water (9 mL) dropwise over 15 minutes. After stirring for 30 minutes at 0° C., the mixture was extracted with toluene (20 mL). The organic extract was dried with MgSO4, filtered, and the filtrate heated at reflux for 1 hour. The mixture was allowed to cool to room temperature and was concentrated under reduced pressure to provide the title compound as a pale yellow oil (3.45 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07335678B2 |
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| Source dataset | uspto-grants-2008_02 |
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| ORD ID | ord-0696a94babc44c23aa4bab5db8c5b0d8 |
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| Source note | uspto-grants-2008_02 |
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