Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 58362463 | HCID 58362463 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58362651 | HCID 58362651 | — |
Reaction Steps
To a round bottomed flask equipped with a magnetic stir bar containing DCM (5 vol) is placed 4-((6-methoxybenzo[d]thiazol-2-yl)ethynyl)-N-methyl-2-nitroaniline (1 equiv). The reaction mixture is cooled to 0° C., BBr3 (5 equiv of 1M in DCM) is added dropwise and the reaction is stirred at RT for 8 hours. The reaction is neutralized with sat. NaHCO3, extracted into DCM (2×5 vol). The combined organic extracts are washed with water (5 vol), brine (5 vol), dried over MgSO4 and concentrated in vacuo. The residue is purified over silica gel using EtOAc:Hexanes (1:3) as an eluent to afford the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691187B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-8df7177ae4484d8c93f6ac16b844d695 |
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| Source note | uspto-grants-2014_04 |
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