Diethylenetriamine → HCID 19068484, compound

HRID 345203Notes

Reaction equation

HRID 345203 reaction equation
Cl[C:2]([O-:4])=[O:3].[NH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][NH2:11]>C1(C)C=CC=CC=1.CCCCCC>[C:2](=[O:3])([OH:4])[NH2:5].[NH2:5][CH2:6][CH2:7][NH:8][CH2:9][CH2:10][NH2:11]

Participants

5

Reactant 2

HCID 8111Diethylenetriamine2×HCID 21226386Carbonochloridate

Product 1

HCID 19068484HCID 19068484, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent2×HCID 8058HexaneSolvent

Procedure

A 988 g (1:04 mole) portion of polyisobutyl-24 chloroformate prepared according to the procedure outlined in Example 2, which had been diluted to 1800 ml with toluene was combined with 1800 ml of a solution containing 870 ml (8.05 moles) of diethylenetriamine in toluene using a Kenics static mixer (11 inches×3/8 inch); the reaction mixture was discharged into a 5 liter receiver. The reaction mixture was stripped, and then diluted with 8 1 hexane. A lower layer containing excess diethylene triamine was removed. The upper layer was washed twice with 3 l 5% aqueous sodium hydroxide; phase separation was assisted by the addition of salt, NaCl (to give brine in situ). After a final wash with basic brine, the organic layer was dried (over Na2SO4 ), filtered and stripped to give the above-identified product as a viscous yellow liquid (AV=64).

Workup

  1. customwas removed
  2. washThe upper layer was washed twice with 3 l 5% aqueous sodium hydroxide
  3. customphase separation
  4. additionwas assisted by the addition of salt, NaCl (to give brine in situ)
  5. washAfter a final wash with basic brine
  6. dry with materialthe organic layer was dried (over Na2SO4 )
  7. filtrationfiltered

Sources & evidence

ORD record
ord-6c00dfd77505490088f2270194333352
Source dataset
uspto-grants-1991_10
Patent number
US05055607

Reaction notes

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