HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl cyano-[[[2'-[[[(dimethylamino)methylene]amino]sulfonyl](1,1'-biphenyl)4-yl]methyl](1-oxopentyl)amino]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethyl Ether | HCID 8254 | — |
| Reactant | Ethyl 3-amino-2-[[[2'-[[[(propylamino)-carbonyl]-amino]sulfonyl]-(1,1'-biphenyl)-4-yl]-methyl]-(1-oxopentyl)-amino]-3-(methylthio)-2-propenoate | HCID 67741886 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | Ethyl cyano-[[[2'-[[[(dimethylamino)methylene]amino]sulfonyl](1,1'-biphenyl)4-yl]methyl](1-oxopentyl)amino]acetate | HCID 53759157 | — |
Reaction Steps
200 mg of the product of Stage C of Example 3 were dissolved in 5 ml of dimethyl ether of ethylene glycol and 1 ml of concentrated sulfuric acid was added at ambient temperature. After stirring for one hour, water was added while cooling in an ice bath. Extraction was carried out with dichloromethane and the organic phases .were washed and dried. The solvent was evaporated under reduced pressure to obtain 180 mg of crude product which was crystallized from ethyl acetate to obtain 140 mg of the expected product melting at 130°-132° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05527919 |
| Source dataset | uspto-grants-1996_06 |
| ORD ID | ord-9d6528f1b5d2408c8239e2f067ec4f57 |
| Source note | uspto-grants-1996_06 |