Cyanogen Bromide → HCID 12491144, compound

HRID 1726899Notes

Reaction equation

HRID 1726899 reaction equation
[CH2:1]([NH:8][CH2:9][CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:12]#[C:13][Br:14]>>[BrH:14].[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]=[C:13]1[NH2:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 10476Cyanogen BromideHCID 77801N-Benzylethylenediamine

Product 1

HCID 12491144HCID 12491144, compoundYield 93%

Procedure

Reaction of N-benzylethylenediamine (15.02 g, 0.10 mol) with cyanogen bromide (10.6 g, 0.10 mol) as described in the preparation of intermediate 6 gave 23.82 g (93% yield) of the title product as white crystals; mp 202-204° C. (ethanol). 1HNMR 400 MHz (DMSO-d6) δ (ppm): 3.48-3.56 (4H, m, 2×CH2), 4.57 (2H, m, NCH2), 7.30-7.44 (5H, m, aromatics), 7.92 and 8.18 (broad s, NH). Anal. Calcd for ClOH13N3.HBr: C, 46.89, H 5.50; N, 16.40. Found: C, 47.03; H, 5.49; N, 16.24.

Sources & evidence

ORD record
ord-8aadbc3a8a7b481ebcb0ae51598c85c2
Source dataset
uspto-grants-2009_02
Patent number
US07494984B2

Reaction notes

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