Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | 2-Methyl-1,3-benzothiazole-6-sulfonyl chloride | HCID 3583019 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57859248 | HCID 57859248 | 84% |
Reaction Steps
To a solution of Compound 8 (7.0 g, 28.26 mmol) in THF (70 mL), a mixture of triethylamine (7.9 mL, 56.52 mmol) and N,N-dimethylethylene-diamine (4.67 mL, 42.38 mmol) in 20 mL THF was added dropwise. The combined mixture was stirred at room temperature for 2 hours during which time TLC showed complete disappearance of Compound 8. Solvents were removed in the rotary evaporator and the residue thus obtained was partitioned between chloroform (100 mL) and water (100 mL). The organic layer was washed with water (2×100 mL), brine (1×100 mL), dried (sodium sulfate) and evaporated to provide Compound 9 as a sticky oily solid (7.1 g, 84% yield). It was used further in the synthesis without any purification. The structure of Compound 9 is given below:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08674102B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-2b2474c22143451ab06ee5468f6ed874 |
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| Source note | uspto-grants-2014_03 |
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