Hydrochloric Acid → N,N'-Bis(3-(ethylamino)propyl)-1,7-heptanediamine

HRID 263848Notes

Reaction equation

HRID 263848 reaction equation
C(OC([N:8]([CH2:11][CH2:12][CH2:13][N:14](C(OC(C)(C)C)=O)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22](C(OC(C)(C)C)=O)[CH2:23][CH2:24][CH2:25][N:26](C(OC(C)(C)C)=O)[CH2:27][CH3:28])[CH2:9][CH3:10])=O)(C)(C)C.Cl>CO>[CH2:27]([NH:26][CH2:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][NH:14][CH2:13][CH2:12][CH2:11][NH:8][CH2:9][CH3:10])[CH3:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18920514HCID 18920514, compound

Product 1

HCID 60826N,N'-Bis(3-(ethylamino)propyl)-1,7-heptanediamineYield 69.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Treat 3,7,15,19-tetra(t-butoxycarbonyl)-3,7,15,19-tetraazaheneicosane (1.68 gm, 0.0024 mol) with HCl in methanol (50 ml, 1.0N) and stir overnight. Filter the mixture and recrystallize the title compound from methanol/water (20:80, v/v) to yield 0.5 gm of the title compound. Rf is 0.39 on silica gel plates eluted with 40% ammonia (concentrated) in methanol; mp 322°-23° C. with degradation.

Workup

  1. filtrationFilter the mixture
  2. customrecrystallize the title compound from methanol/water (20:80

Sources & evidence

ORD record
ord-f94206b36f7e40bb95ef6e08eb9431e9
Source dataset
uspto-grants-1997_07
Patent number
US05646124

Reaction notes

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