HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-[4-(3-Carbamoyl-4-hydroxyphenoxy)butylamino]-3-(2-cyanophenoxy)propan-2-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(Oxiran-2-ylmethoxy)benzonitrile | HCID 12619671 | — |
| Reactant | 5-(4-Aminobutoxy)salicylamide | HCID 13754427 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-[4-(3-Carbamoyl-4-hydroxyphenoxy)butylamino]-3-(2-cyanophenoxy)propan-2-ol | HCID 20151312 | — |
Reaction Steps
7.3 g of 2-(2,3-epoxypropoxy)benzonitrile are added to a solution of 6.7 g of 5-(4-aminobutoxy)salicylamide in 60 ml of dimethyl sulphoxide and the mixture is stirred for 1 hour in a bath at 90°. The reaction mixture is poured into 300 ml of water and extracted twice with 200 ml of ethyl acetate each time. Working up analogously to Example 23 yields crude 1-[4-(3-carbamoyl-4-hydroxyphenoxy)butylamino]-3-(2-cyanophenoxy)propan-2-ol as a viscous oil, the IR- and 1H-NMR-spectra of which are in concordance with the assumed structure and the Rf-value of which is 0,51 according to thin-layer-chromatography on silicagel using a mixture of ethylacetate-ethanol-conc. ammonia 24:12:4 as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04497813 |
| Source dataset | uspto-grants-1985_02 |
| ORD ID | ord-9cd6588bcdee4fb19313b53d83a5235f |
| Source note | uspto-grants-1985_02 |