Dimethylformamide dimethyl acetal → HCID 13039371, compound
Reaction equation
Cl.CC1C=CC=C(C)C=1NC(NC(NCC(F)(F)F)=N)=O.CN(C(OC)OC)C.[CH3:30][C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([CH3:37])[C:32]=1[N:38]1[CH:43]=[N:42][CH:41]([NH:44][CH2:45][C:46]([F:49])([F:48])[F:47])[NH:40][C:39]1=[O:50]>CC#N>[CH3:37][C:33]1[CH:34]=[CH:35][CH:36]=[C:31]([CH3:30])[C:32]=1[N:38]1[CH:43]=[N:42][C:41]([NH:44][CH2:45][C:46]([F:47])([F:49])[F:48])=[N:40][C:39]1=[O:50]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a suspension of 130 g (40.0 mmol) of 1-(2,6-dimethylphenylcarbamoyl)-3-(2,2,2-trifluoroethyl) guanidine hydrochloride in CH3CN (50 ml) were added 95 g (80.0 mmol) of DMF-DMA and the mixture heated at reflux for two hours. The solvent was removed under vacuum, and the residue partitioned between CHCl3 and H2O. The layers were separated and the aqueous layer was extracted with CHCl3 (1×100 ml). The extracts were dried (MgSO4) and concentrated to give a white solid which was crystallized from absolute EtOH to give after heating under vacuum at 100° C. for one hour; 9.5 g (80%) of 1-(2,6-dimethylphenyl)-4-(2,2,2-trifluoroethylamino)dihydro-1,3,5-triazin-2-one; melting point 212°-3° C.
Workup
- temperaturethe mixture heated
- temperatureat reflux for two hours
- customThe solvent was removed under vacuum
- customthe residue partitioned between CHCl3 and H2O
- customThe layers were separated
- extractionthe aqueous layer was extracted with CHCl3 (1×100 ml)
- dry with materialThe extracts were dried (MgSO4)
- concentrationconcentrated
- customto give a white solid which
- customwas crystallized from absolute EtOH
- customto give
Sources & evidence
- ORD record
- ord-bb02e92b5e5446b7af2c067707e9cebc
- Source dataset
- uspto-grants-1980_05
- Patent number
- US04203985
Reaction notes
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