HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[4-[[(1-Methylethyl)-[2-[(1-methylethyl)amino]ethyl]amino]sulfonyl]phenyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-Acetylsulfanilyl chloride | HCID 8481 | — |
| Reactant | N,N'-Diisopropylethylenediamine | HCID 77628 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[4-[[(1-Methylethyl)-[2-[(1-methylethyl)amino]ethyl]amino]sulfonyl]phenyl]acetamide | HCID 13983982 | — |
Reaction Steps
4-Acetaminobenzene sulfonyl chloride (23.3 g, 0.1 mole) as a slurry in 400 ml methylene chloride was added to N,N'-diisopropyl ethylene diamine (14.46 g, 0.1 mole) and triethylamine (10.1 g, 0.1 mole) in methylene chloride (600 ml). The reaction was stirred overnight at room temperature. The reaction was washed with water, insoluble by-product filtered off, and the filtrate stripped to a brown gum. After filtration through silica gel in 20% MeOH/EtOAc the crude crystalline product was recrystallized from isopropanol to provide the title product as the hydrochloride salt (3.00 g, m.r. 176°-178° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04698445 |
| Source dataset | uspto-grants-1987_10 |
| ORD ID | ord-038cba76d4d746689662f8c1186f692e |
| Source note | uspto-grants-1987_10 |