Ammonia → HCID 12115519, compound

Temperature

5 °C

To a flask having an inner volume of 25 ml and equipped with a stirring device, a thermometer and a reflux condenser were charged, 2.97 g (20 mmol) of 3,3-dimethoxy-2-hydroxyiminopropionitrile with a purity of 96.9% by weight synthesized in the same manner as in Example 1, 3.40 g (21 mmol) of 4-methylphenylhydrazine hydrochloride with a purity of 98% by weight, 1.4 ml of water, 10 ml of methanol and 1.3 ml (15 mmol) of conc. hydrochloric acid, and the mixture was reacted at 50 to 52° C. for one hour. After completion of the reaction, 15 ml of water and 5 ml of methanol were added to the mixture to cool the same up to 10° C., and 2.3 ml (37.9 mmol) of 28% by weight aqueous ammonia was gradually added dropwise to the mixture, and the resulting mixture was stirred for 30 minutes while maintaining the liquid temperature to 5° C. or lower. Precipitated crystals were collected by filtration, and then, the crystals were washed with 15 ml of cold water and dried under reduced pressure to obtain 3.26 g of 5-amino-1-(4-methylphenyl)-4-nitrosopyrazole (Isolation yield: 67.3%) as a yellowish solid with a purity of 83.5% by weight (absolute calibration curve method by high performance liquid chromatography).

1. customTo a flask having
2. customan inner volume of 25 ml and equipped with a stirring device
3. additiona thermometer and a reflux condenser were charged
4. customthe mixture was reacted at 50 to 52° C. for one hour
5. additionwere added to the mixture
6. additionwas gradually added dropwise to the mixture
7. customPrecipitated crystals
8. filtrationwere collected by filtration
9. washthe crystals were washed with 15 ml of cold water
10. customdried under reduced pressure

ORD record

ord-8e0eb8dbb7444baab4b0cc86b2a5ff59

Source dataset

uspto-grants-2007_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07227032B2