(Aminooxy)acetic acid → HCID 3372981, compound

4.2 g of 4-chlorobenzaldehyde and 3.3 g of hemihydrochloride of amino-oxyacetic acid were dissolved in 50 ml of 90% ethanol. The solution was mixed with 7.4 g of sodium acetate and then refluxed for 20 minutes. The reaction mixture was subsequently concentrated by evaporation in a vacuum. After an excess of 2N sodium hydroxide had been added, the residue was twice extracted with ether, after which the remaining aqueous solution was acidified with 2N hydrochloric acid and again extracted twice with ether. The latter ethereal solution was washed twice with water, then dried over anhydrous sodium sulfate and subsequently concentrated by evaporation. The residue was crystallized from a mixture of ether and petroleum ether, then from highly dilute ethanol and ultimately twice from a mixture of benzene and petroleum ether. The substance obtained melted at 121°-123° C.

1. temperaturerefluxed for 20 minutes
2. concentrationThe reaction mixture was subsequently concentrated by evaporation in a vacuum
3. additionAfter an excess of 2N sodium hydroxide had been added
4. extractionthe residue was twice extracted with ether
5. extractionagain extracted twice with ether
6. washThe latter ethereal solution was washed twice with water
7. dry with materialdried over anhydrous sodium sulfate
8. concentrationsubsequently concentrated by evaporation
9. customThe residue was crystallized from a mixture of ether and petroleum ether
10. additionfrom highly dilute ethanol and ultimately twice from a mixture of benzene and petroleum ether
11. customThe substance obtained melted at 121°-123° C.

ORD record

ord-2aa241e035b14e8499775b4e3ae35bfe

Source dataset

uspto-grants-1978_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04071686