HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → 1,1-Dimethylethyl N-[(phenylsulfonyl)-3-pyridinylmethyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 3-Pyridinecarboxaldehyde | HCID 10371 | — |
| Reactant | tert-Butyl carbamate | HCID 77922 | — |
| Reactant | Benzenesulfinic acid, sodium salt | HCID 2723840 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1,1-Dimethylethyl N-[(phenylsulfonyl)-3-pyridinylmethyl]carbamate | HCID 57435234 | — |
Reaction Steps
Pyridine-3-carbaldehyde (5.36 g, 50 mmol), tert-butyl carbamate (11.7 g, 100 mmol, 2 equivalents), sodiumphenylsulfinate (20.36 g, 124 mmol, 2.48 equivalents), formic acid (1.89 ml, 2.30 g, 1 equivalent), methanol (55 ml) and water (111 ml) are mixed and vigorously stirred at room temperature for 3 d. The product precipitates in the form of colorless crystals which are collected by filtration, washed with water and a little MTBE and dried in vacuo. Yield: 4.10 g (24% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076285B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-11b4b1116ee34b45bf3e7fcf5e2e9cfb |
| Source note | uspto-grants-2011_12 |