N,N-Dimethylurea → HCID 18984593, compound
Reaction equation
Cl[C:2]([S:4]Cl)=[O:3].[CH3:6][N:7]([CH3:11])[C:8]([NH2:10])=[O:9]>C(#N)C>[CH3:6][N:7]([C:8]1[O:9][C:2](=[O:3])[S:4][N:10]=1)[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 23 °C
Procedure
A solution of chlorocarbonylsulfenyl chloride (11.5 g) in acetonitrile was added to a suspension of N,N-dimethylurea (25.0 g) in acetonitrile (200 ml), over a period of 20 minutes. The reaction mixture was stirred for 1 hour at 23° C., then filtered. Methanol (20 ml) was added to the filtrate to decompose excess chlorocarbonylsulfenyl chloride. The solvents were removed in vacuo. The residue was purified by chromatography on silica using dichloromethane in hexane (3:1) to afford the product as a yellow oil. 1H NMR (250 MHz, CDCl3) d 3.04 (6H, s, (CH3)2); MS (CI+) m/z 164 (M+ +NH4+)
Workup
- filtrationfiltered
- additionMethanol (20 ml) was added to the filtrate
- customThe solvents were removed in vacuo
- customThe residue was purified by chromatography on silica
Sources & evidence
- ORD record
- ord-501fcd582a754372b496899d1ba71aae
- Source dataset
- uspto-grants-1995_08
- Patent number
- US05444074
Reaction notes
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