Cyanogen Bromide → HCID 69026805, compound
Reaction equation
[CH:1]([NH:4][CH2:5][CH2:6][NH2:7])([CH3:3])[CH3:2].[N:8]#[C:9][Br:10]>CO>[BrH:10].[CH:1]([N:4]1[CH2:5][CH2:6][N:7]=[C:9]1[NH2:8])([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A solution of N-isopropylethylenediamine (10.0 g, 0.097 mol) in methanol (10 ml) was cooled to 0° C. and treated dropwise with a solution of cyanogen bromide (10.37 g, 0.098 mol) in methanol (25 ml) while maintaining the temperature below 10° C. The reaction mixture was then heated to 80° C. for 45 min, cooled and concentrated under reduced pressure. Crystallization of the residue from cold ethanol gave 10.4 g (50% yield) of the title product as white crystals; mp 154-155° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 1.27 (6H, d, J=6.6 Hz, 2×CH3), 3.57-3.75 (4H, m, 2×CH2), 4.41 (1H, m, CH).
Workup
- temperaturewhile maintaining the temperature below 10° C
- temperaturecooled
- concentrationconcentrated under reduced pressure
- customCrystallization of the residue from cold ethanol
Sources & evidence
- ORD record
- ord-7c73ce6fb9b744f2bd2b01c57e37fc7b
- Source dataset
- uspto-grants-2009_02
- Patent number
- US07494984B2
Reaction notes
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