4-Methylmorpholine → HCID 178502897, compound

To a solution cooled at -28° C. to -35° C. of 5-mercapto-1H-tetrazole-1-acetic acid (0.8 g) in tetrahydrofuran (40 ml) are added N-methylmorpholine (1.26 ml) and ethyl chloroformate (0.62 ml). After stirring for 1 hour, a solution of methoxyamine hydrochloride (0.34 g) and N-methylmorpholine (0.71 ml) in tetrahydrofuran (11 ml) is added to the mixture at -50° C. After 2 hours' stirring at about -30° C., the mixture is concentrated under reduced pressure, and the resultant mixture is diluted with water (50 ml) and ethyl acetate (50 ml). The mixture is acidified to pH 2 with hydrochloric acid and extracted with ethyl acetate. The extract solution is dried over magnesium sulfate and concentrated to give 5-mercapto-1H-tetrazole-1-acetohydroxamic acid methyl ester. mp. 165°-167° C. (decomp.).

1. stirringAfter 2 hours' stirring at about -30° C.
2. concentrationthe mixture is concentrated under reduced pressure
3. additionthe resultant mixture is diluted with water (50 ml) and ethyl acetate (50 ml)
4. extractionextracted with ethyl acetate
5. dry with materialThe extract solution is dried over magnesium sulfate
6. concentrationconcentrated

ORD record

ord-3a34622dbf2a435b8dd1bcae3112c30e

Source dataset

uspto-grants-1985_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04555578