3,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrate → HCID 178426534, compound

HRID 2389776Notes

Reaction equation

CC(C)([O-])C.[K+].[N+]([O-])(O)=O.[CH3:11][C:12]1[CH:16]=[C:15]([CH3:17])[N:14]([C:18](=[NH:20])[NH2:19])[N:13]=1.[N:21]([CH2:24][CH2:25][NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[C:22]=[S:23]>CS(C)=O>[CH3:11][C:12]1[CH:16]=[C:15]([CH3:17])[N:14]([C:18]([NH:19][C:22]([NH:21][CH2:24][CH2:25][NH:26][C:27](=[O:33])[O:28][C:29]([CH3:31])([CH3:30])[CH3:32])=[S:23])=[NH:20])[N:13]=1

Participants

Conditions

Temperature: 60 °C

Procedure

554.7 mg (4.94 mmol) of potassium tert-butoxide are dissolved in 12 ml of DMSO while cooling slightly in ice, and then 596.8 mg (2.96 mmol) of 3,5-dimethyl-1H-pyrazole-1-carboximidamide nitrate are added. A clear solution is produced after stirring for about 5 minutes. Then 500 mg (2.47 mmol) of tert-butyl (2-isothiocyanatoethyl)carbamate are added, and the icebath is removed. The mixture is heated at 60° C. for a further 3 h and the solution obtained in this way is employed for the further subsequent reactions.

Workup

temperaturewhile cooling slightly in ice
customA clear solution is produced
customthe icebath is removed
customthe solution obtained in this way

Sources & evidence

ORD record: ord-58bed17702aa45ecaf37224f119804a7
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273752B2

Reaction notes

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