Ammonia → 2-Methoxyimino-2-cyanoacetamide

To a solution of an aqueous concentrated ammonia (64.5 g, 1.07 mol) in water (28.7 ml), ethyl cyanoacetate (100 g, 0.89 mol) was added dropwise at -5° C. under ice-cooling. After completion of the reaction, the mixture was concentrated under reduced pressure. A solution of sodium nitrite (73.3 g, 1.06 mol) in water (151 g) was added to the residue. The mixture was maintained at an internal temperature of 38° to 48° C., to which 62.5% sulfuric acid (76.3 g, 0.49 mol) was added dropwise. After completion of the addition, the mixture was stirred at the same temperature for 1 hr, and then potassium carbonate (73.3 g, 0.53 mol) in water (110 g) was added dropwise followed by dimethyl sulfate (133.8 g, 1.06 mol) at 38° to 48° C. The mixture was stirred at the same temperature for 1 hr. and cooled. The resulting crystals were washed with water (150 ml) at 50° C., filtered and dried to give 2-cyano-2-methoxyimino-acetamide (92.2 g, yield: 82%).

1. temperaturecooling
2. customAfter completion of the reaction
3. concentrationthe mixture was concentrated under reduced pressure
4. additionwas added dropwise
5. additionAfter completion of the addition
6. stirringThe mixture was stirred at the same temperature for 1 hr
7. temperatureand cooled
8. washThe resulting crystals were washed with water (150 ml) at 50° C.
9. filtrationfiltered
10. customdried

ORDレコード

ord-8e3ed8cd7af6454facdf9c0277c4aa02

出典データセット

uspto-grants-1998_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05773624