N-(2-Hydroxyethyl)ethylenediamine → HCID 69027596, compound
Reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][OH:7].[N:8]#[C:9][Br:10]>>[BrH:10].[OH:7][CH2:6][CH2:5][N:4]1[CH2:3][CH2:2][N:1]=[C:9]1[NH2:8]Participants
3
Procedure
Reaction of 2-(2-aminoethylamino)ethanol (8.0 g, 76.8 mmol) with cyanogen bromide (8.13 g, 76.8 mmol) as described in the preparation of intermediate 6 gave 13.27 g (82% yield) of the title product as large white prisms (ethanol); mp 112-115° C. 1HNMR 400.1HNMR 400 MHz (DMSO-d6) δ (ppm): 3.36 (2H, t, J=5.3 Hz, CH2), 3.50-3.58 (4H, m, 2×CH2), 3.69 (2H, m, CH2), 4.97 (1H, t, J=5.0 Hz, OH), 7.73 and 7.85 (broad s, NH). Anal. Calcd for C5H11N30.HBr: C, 28.58; H, 5.75, N 20.00. Found: C, 28.79; H, 5.58; N, 20.12.
Sources & evidence
- ORD record
- ord-265872dbc59d411fbc5355bc4d266608
- Source dataset
- uspto-grants-2009_02
- Patent number
- US07494984B2
Reaction notes
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