Ethanolamine → HCID 20375033, compound

Temperature

40 °C

To a suspension of (4,6-dichloro-2-pyrimidinyl-thio)-acetic acid (2.390 g.) in anhydrous benzene (24 ml.), 1.27 ml. of oxalyl chloride in anhydrous benzene (6 ml.) was added at room temperature. The reaction mixture was heated, with agitation, to 40° C., for 30 minutes and held for another 10 minutes at 60° C. The solvent was evaporated under vacuum to give an oily residue, which was taken up again in anhydrous chloroform (50 ml.). The chloroform solution was added drop by drop to a solution of ethanolamine (1.1 ml.) in anhydrous chloroform (40 ml.) while the temperature was kept at about 15° C. The mixture was held at ambient temperature for 60 minutes and the separated solid was then filtered off. The filtrate was evaporated under vacuum to obtain a residue which was crystallised from ethyl acetate/hexane (1.5 g.), m.p. 95°-96° C.

1. customThe solvent was evaporated under vacuum
2. customto give an oily residue, which
3. customwas kept at about 15° C
4. waitThe mixture was held at ambient temperature for 60 minutes
5. filtrationthe separated solid was then filtered off
6. customThe filtrate was evaporated under vacuum
7. customto obtain a residue which
8. customwas crystallised from ethyl acetate/hexane (1.5 g.), m.p. 95°-96° C.

ORD record

ord-f4d53628bec143eb8e1d5ac27f14fc96

Source dataset

uspto-grants-1980_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04188484