Dicyandiamide → 3'-Methylsulfonylbenzoguanamine
Reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][CH:12]=1)[C:8]#[N:9])(=[O:4])=[O:3].[C:13]([N:15]=[C:16]([NH2:18])[NH2:17])#[N:14].[OH-].[K+]>COCCO.O>[NH2:14][C:13]1[N:15]=[C:16]([NH2:18])[N:17]=[C:8]([C:7]2[CH:10]=[CH:11][CH:12]=[C:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH:6]=2)[N:9]=1Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
5.0 g of m-methylsulfonylbenzonitrile (101°-103° C.), 2.8 g of dicyanodiamide and 2.0 g of caustic potash are refluxed in 20 ml of methyl cellosolve for 3 hours. After cooling, the mixture is diluted with water, and the separated crystals are recrystallized from ethanol. Melting point: 228°-289° C.; yield: 4.8 g.
Workup
- temperatureAfter cooling
- customthe separated crystals are recrystallized from ethanol
Sources & evidence
- ORD record
- ord-5b04b15c120c496689dc4a75ccea4c25
- Source dataset
- uspto-grants-1978_07
- Patent number
- US04103009
Reaction notes
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