Cyanogen Bromide → HCID 69029123, compound

HRID 1726896Notes

Reaction equation

[CH2:1]([NH:5][CH2:6][CH2:7][NH2:8])[CH2:2][CH2:3][CH3:4].[N:9]#[C:10][Br:11]>>[BrH:11].[CH2:1]([N:5]1[CH2:6][CH2:7][N:8]=[C:10]1[NH2:9])[CH2:2][CH2:3][CH3:4]

Participants

Reactant 2

HCID 10476Cyanogen Bromide

HCID 519668n-Butylethylenediamine

Product 1

HCID 69029123HCID 69029123, compoundYield 57.6%

Procedure

Reaction of N-butylethylenediamine (10.7 g, 0.092 mol) with cyanogen bromide (9.76 g, 0.092 mol) as described in the preparation of intermediate 6 gave 11.77 g (57% yield) of the title compound as white crystals (ether-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 0.96 (3H, t, J=7.2 Hz, CH3), 1.41 (2H, m, CH2), 1.60 (2H, m, CH2), 3.52 (2H, t, J=7.3 Hz, CH2), 3.64-3.74 (4H, m, 2×CH2), 7.58 and 7.7 (broad s, NH). MS (ESI+) m/e 142 [M+H+].

Sources & evidence

ORD record: ord-09a3cc144db04d90ae8b100178a6b8a3
Source dataset: uspto-grants-2009_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07494984B2

Reaction notes

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