Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | HCID 86679393 | HCID 86679393 | — |
| Solvent | Acetonitrile tetrahydrofuran | HCID 22177404 | — |
| Product | HCID 86680224 | HCID 86680224 | 49.1% |
Reaction Steps
tert-Butyl N-(4-aminobenzyl)sulfamoylcarbamate (86 mg, 0.285 mmol) was dissolved in a tetrahydrofuran/acetonitrile (1:1 mixture). Pyridine (0.03 mL, 0.342 mmol) was added, followed by addition of phenylchloroformate (0.04 mL, 0.3 mmol) at 0° C. The mixture was stirred at 0° C. for 30 min and further 30 min at room temperature. The reaction mixture was extracted with ethyl acetate and washed with brine. Drying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography gave the N-[4-[[(tert-butoxycarbonyl-sulfamoyl)amino]methyl]-phenyl]-carbamic acid phenyl ester (59 mg, 49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08937092B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-ad84edfc71cf41569b700f4c35f8fa62 |
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| Source note | uspto-grants-2015_01 |
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