Water → HCID 10921471, compound

HRID 366844Notes

Reaction equation

HRID 366844 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][CH2:11][NH2:12].[CH:13]([CH:15]=O)=O.O>C1(C)C=CC=CC=1>[CH2:11]1[N:12]2[C@@H:7]([C@@H:6]3[N:1]([CH2:13][CH2:15]2)[CH2:2][CH2:3][CH2:4][NH:5]3)[NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 962WaterHCID 7860GlyoxalHCID 25378N,N'-Bis(3-aminopropyl)ethylenediamine

Product 1

HCID 10921471HCID 10921471, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 87.2 g of 1,10-diamino-4,7-diazadecane in 500 ml of toluene was admixed with 72.3 g of a 40% aqueous glyoxal solution, and the mixture was refluxed, with a water separator fitted, for 3 hours. When the solution was cooled, a solid precipitated out which was filtered off with suction, washed three times with 50 ml of toluene each time and dried under reduced pressure. This gave 34.9 g of pale yellow needles.

Workup

  1. customseparator fitted, for 3 hours
  2. temperatureWhen the solution was cooled
  3. customa solid precipitated out which
  4. filtrationwas filtered off with suction
  5. washwashed three times with 50 ml of toluene each time
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-d0d3dd309a0348c2b14cb376eec42b1c
Source dataset
uspto-grants-2000_10
Patent number
US06130330

Reaction notes

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