Hydrochloric Acid → N1,N1'-([1,1'-Biphenyl]-3,5-diylbis(methylene))bis(N3-(3-(isobutylamino)propyl)propane-1,3-diamine) hydrochloride salt

HRID 58990Notes

Reaction equation

HRID 58990 reaction equation
[C:1]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:6]=[C:5]([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][NH:12][CH2:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]([CH3:20])[CH3:19])[CH:4]=[C:3]([CH2:21][NH:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:27][CH2:28][CH2:29][NH:30][CH2:31][CH:32]([CH3:34])[CH3:33])[CH:2]=1.[ClH:41]>>[ClH:41].[C:1]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH:2]=[C:3]([CH2:21][NH:22][CH2:23][CH2:24][CH2:25][NH:26][CH2:27][CH2:28][CH2:29][NH:30][CH2:31][CH:32]([CH3:33])[CH3:34])[CH:4]=[C:5]([CH2:7][NH:8][CH2:9][CH2:10][CH2:11][NH:12][CH2:13][CH2:14][CH2:15][NH:16][CH2:17][CH:18]([CH3:19])[CH3:20])[CH:6]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 117718407N1,N1'-([1,1'-Biphenyl]-3,5-diylbis(methylene))bis(N3-(3-(isobutylamino)propyl)propane-1,3-diamine)

Product 1

HCID 131737048N1,N1'-([1,1'-Biphenyl]-3,5-diylbis(methylene))bis(N3-(3-(isobutylamino)propyl)propane-1,3-diamine) hydrochloride saltYield 89%

Procedure

To the crude N1,N1′-([1,1′-biphenyl]-3,5-diylbis(methylene))bis(N3-(3-(isobutylamino)propyl)propane-1,3-diamine) from step 2 was added methanolic HCl (75 mL, 2.0M). The resulting white solid was collected by vacuum filtration and washed with minimal MeOH and Et2O and stored under high vacuum to afford the desired product (9.3 g, 89%) as a white solid.

Workup

  1. filtrationThe resulting white solid was collected by vacuum filtration
  2. washwashed with minimal MeOH and Et2O

Sources & evidence

ORD record
ord-d313d0f053954214b3d0003088b5a559
Source dataset
uspto-grants-2016_09
Patent number
US09439433B2

Reaction notes

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