Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | HCID 117601702 | HCID 117601702 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 117601757 | HCID 117601757 | — |
Reaction Steps
To a microwave vial containing 4-(3,5-dimethylisoxazol-4-yl)-2-iodo-N-methyl-6-nitroaniline (610 mg, 1.64 mmol, 1 equiv) was added EtOH (12 mL, 0.25M) and tin (II) chloride (622 mg, 3.28 mmol, 2 equiv). The reaction mixture was heated for 30 min at 110° C. The reaction was then stirred in 2N NaOH solution for 20 minutes and partitioned between water and ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. Purification was carried out by flash column chromatography to furnish 4-(3,5-dimethylisoxazol-4-yl)-6-iodo-N1-methylbenzene-1,2-diamine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09255089B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-3af1a6de6446419a9cd2d0edd6e2a41b |
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| Source note | uspto-grants-2016_02 |
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