Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 55280391 | HCID 55280391 | — |
| Product | HCID 66648155 | HCID 66648155 | — |
Reaction Steps
A solution of 1.25 g (5.4 mmol) of 2-cyano-3-methoxyphenylsulfonyl chloride in 30 ml of tetrahydrofuran was added to a solution of 960 mg (12 mmol) of an aqueous solution of methylamine (40% by weight) in 20 ml of tetrahydrofuran at room temperature. The reaction mixture was stirred at room temperature for 30 minutes before water was added. The aqueous phase was acidified to pH=3 using hydrochloric acid (10% strength by weight, aqueous solution). The aqueous phase was then extracted three times with dichloromethane. The combined organic extracts were dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo and the resulting residue was triturated with methyl tert.-butyl ether. Yield: 0.28 g (23% of theory) of the title compound having a melting point of 121-128° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544637B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-4d52595cdd2247c3a9cf8dc51f8fc5b5 |
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| Source note | uspto-grants-2009_06 |
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