HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[(4-Iodophenyl)sulfonyl]azetidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Iodobenzenesulfonyl chloride | HCID 7399 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Azetidine-3-carboxylic acid--hydrogen chloride (1/1) | HCID 13374356 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Water methylene chloride | HCID 21908982 | — |
| Product | 1-[(4-Iodophenyl)sulfonyl]azetidine-3-carboxylic acid | HCID 58494563 | 44% |
Reaction Steps
To a stirred solution of azetidine-3-carboxylic acid hydrochloride (1.0 g, 7.27 mmol) in DCM (25 mL) is added 5N aqueous NaOH (10 mL) and water (10 mL). p-Iodobenzenesulfonyl chloride (2.41 g, 7.98 mmol) is added portionwise. After 18 h the reaction mixture is diluted with DCM/water. The basic aqueous layer is acidified with 5N aqueous HCl. The resultant precipitate is filtered, washed with water and MeCN. Drying in air gives 1.17 g (44%) of 1-[(4-iodophenyl)sulfonyl]azetidine-3-carboxylic acid. m/z=368 [M++H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609696B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d56519c21a7d4a808c277a818728107e |
| Source note | uspto-grants-2013_12 |