N-(2-Aminoethyl)-1,3-propanediamine → HCID 54009801, compound

HRID 1030074Notes

Reaction equation

HRID 1030074 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]([OH:12])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:13][CH2:14][CH2:15][NH:16][CH2:17][CH2:18][CH2:19][NH2:20]>C(OC(=O)C)C>[CH2:1]([NH:8][CH2:9][C:10]([NH:13][CH2:14][CH2:15][NH:16][CH2:17][CH2:18][CH2:19][NH:20][C:10](=[O:12])[CH2:9][NH:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 26091N-(2-Aminoethyl)-1,3-propanediamineHCID 869652-(Benzylamino)acetic acid

Product 1

HCID 54009801HCID 54009801, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The p-nitrophenyl ester of N-benzylglycine (2 g) and N-(2-aminoethyl)-1,3-propanediamine (0.18 g) are dissolved in ethylacetate (30 ml). After standing for 1 hour, the mixture is filtered, evaporated and resulting solid triturated with diethyl ether. Recrystallisation of the product from ethanol yields N-[2-(benzylaminoacetamido)-ethyl]-3-(benzylaminoacetamido)-propylamine as a solid, νmax (nujol) 1680, 1630, 1540 cm-1 ; δ(d6DMSO) 1.5 (quintet, 2H), 2.5 (m, 4H), 3.1 (q, 4H), 3.6 (d, 4H), 5.0 (s, 4H), 7.3 (s, 10H), 7.4 (m, 2H), 7.7 (m, 2H).

Workup

  1. filtrationthe mixture is filtered
  2. customevaporated
  3. customresulting solid
  4. customtriturated with diethyl ether
  5. customRecrystallisation of the product from ethanol

Sources & evidence

ORD record
ord-24ce37deefc447afb4be00ba85ccebab
Source dataset
uspto-grants-1992_04
Patent number
US05104865

Reaction notes

Loading…