Methyl Isocyanate → 2,4-Dihydroxy-3,5-dibromo-benzaldoxime tris-(methylcarbamate)
Reaction equation
[Br:1][C:2]1[C:3]([OH:13])=[C:4]([CH:8]=[C:9]([Br:12])[C:10]=1[OH:11])[CH:5]=[N:6][OH:7].N1(C2CCCCCCC2)CCCCCCN1.[CH3:30][N:31]=[C:32]=[O:33]>CS(C)=O>[CH3:30][NH:31][C:32](=[O:7])[OH:33].[CH3:30][NH:31][C:32](=[O:7])[OH:33].[CH3:30][NH:31][C:32](=[O:7])[OH:33].[OH:13][C:3]1[C:2]([Br:1])=[C:10]([OH:11])[C:9]([Br:12])=[CH:8][C:4]=1[CH:5]=[N:6][OH:7]Participants
5
Procedure
6 g of 3,5-dibromo-2,4-dihydroxy-benzaldoxime were dissolved in 50 ml of dimethylsulfoxide and a little diazabicyclooctane was added. 4 ml of methyl isocyanate were now added with cooling (<20° C.) and stirring and the mixture was then stirred thoroughly at room temperature for 12 hours. The reaction mixture was poured into ice-water and salted out. The suspension was filtered with suction, the residue was washed with water and dissolved in a little dimethylformamide and active charcoal was added to the solution.
Workup
- temperaturewith cooling (<20° C.)
- stirringthe mixture was then stirred thoroughly at room temperature for 12 hours
- filtrationThe suspension was filtered with suction
- washthe residue was washed with water
- dissolutiondissolved in a little dimethylformamide and active charcoal
- additionwas added to the solution
Sources & evidence
- ORD record
- ord-ff2a5d72b2a74d7687d1bf2961cd39e4
- Source dataset
- uspto-grants-1982_08
- Patent number
- US04347372
Reaction notes
Loading…