Cyanogen Bromide → HCID 2817952, compound

HRID 1726902Notes

Reaction equation

HRID 1726902 reaction equation
[C:1]1([NH:7][CH2:8][CH2:9][NH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:11]#[C:12][Br:13]>C(O)C>[BrH:13].[C:1]1([N:7]2[CH2:8][CH2:9][N:10]=[C:12]2[NH2:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 742701,2-Ethanediamine, N1-phenyl-

Product 1

HCID 2817952HCID 2817952, compoundYield 67.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Reaction of N-phenylethylenediamine (9.80 g, 0.072 mol) with cyanogen bromide (7.62 g, 0.072 mol) as described in the preparation of intermediate 6 gave 11.76 g (67% yield) of the title product as white crystals from ethanol. 1HNMR 400 MHz (DMSO-d,) δ (ppm): 3.68 (2H, t, J=8.7 Hz, CH2), 4.08 (2H, t, J=8.7 Hz, CH2), 7.40-7.54 (5H, m, aromatics), 8.08 (broad s, NH). MS (ESI+) m/e 162 [M+H+].

Sources & evidence

ORD record
ord-c11efa4d3ba349498e84c68bba3eb751
Source dataset
uspto-grants-2009_02
Patent number
US07494984B2

Reaction notes

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