Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-4-fluoro-5-methylaniline | HCID 2724818 | — |
| Reactant | 2-Butanethione | HCID 9548692 | — |
| Reactant | Butyl hypochlorite | HCID 13752033 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21077851 | HCID 21077851 | 67.4% |
Reaction Steps
A stirred solution of 2-chloro-4-fluoro-5-methylaniline (1.655 g) in methylene chloride (100 ml) under nitrogen was treated at −65° C. with a solution of butylhypochlorite (1.126 g) in methylene chloride (5 ml), stirred at −65° C. for 10 min, treated at −65° C. with a solution of methylthioacetone (1.080 g) in methylene chloride (5 ml) stirred at −65° C. for 1 hour, treated at −65° C. with triethylamine (1.05 g) and allowed to reach ambient temperature. The solution was washed, dried (MgSO4) and evaporated. The residue was purified by silica chromatography using 25% acetone in isohexane as eluent to give the sub-title compound (1.704 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093278B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-30e3c6e8f87f47fdbced45e59d9b04e7 |
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| Source note | uspto-grants-2012_01 |
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