Hydrochloric Acid → HCID 136331503, compound

To a solution of N-iso-butyroyl-N-(2-chloro-5- thiazolylmethyl)-S-methyl-N'-nitroisothiourea (560 mg) in dichloromethane (5 ml) was added 40% methylamine-methanol solution (129 mg) dropwise below -11° C. and the mixture was stirred at the same temperature for 1 hour. To the mixture was added 40% methylamine-methanol solution (64 mg) dropwise below -11° C. and the mixture was stirred at the same temperature for 5.5 hours. After addition of 2N hydrochloric acid (10 ml) under ice-cooling, the mixture was extracted with toluene (5 ml). The organic layer was washed with an aqueous saturated sodium bicarbonate solution, dried over MgSO4 and concentrated in vacuo. The residue was dissolved in toluene. Crystallization by addition of n-hexane gave 190 mg of 1-iso-butyroyl-1-(2-chloro-5-thiazolylmethyl)-3-methyl-2-nitroguanidine (Compound No. 34) as a white crystal, m.p. 101°-104° C.

1. stirringthe mixture was stirred at the same temperature for 5.5 hours
2. temperaturecooling
3. extractionthe mixture was extracted with toluene (5 ml)
4. washThe organic layer was washed with an aqueous saturated sodium bicarbonate solution
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuo
7. dissolutionThe residue was dissolved in toluene
8. customCrystallization
9. additionby addition of n-hexane

ORD record

ord-ab0cd84c0e5849968784d832f658fc1a

Source dataset

uspto-grants-1993_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05256679