2-Ethylhexylamine → HCID 21960556, compound

HRID 2211567Notes

Reaction equation

HRID 2211567 reaction equation
Cl[C:2]1[C:11]([Cl:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(N(C(C)C)CC)(C)C.[CH2:22]([CH:24]([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:25][NH2:26])[CH3:23].CCCCCCC>C1COCC1.CCOCC>[Cl:12][C:11]1[C:2]([NH:26][CH2:25][CH:24]([CH2:22][CH3:23])[CH2:27][CH2:28][CH2:29][CH3:30])=[N:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:10]=1

Participants

7

Reactant 4

HCID 77192-EthylhexylamineHCID 8900HeptaneHCID 166592,3-DichloroquinoxalineHCID 81531Diisopropylethylamine

Product 1

HCID 21960556HCID 21960556, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

12 g (60.3 mmol) of 2,3-dichloroquinoxaline are dissolved in 125 ml of THF with 9.5 g (72.1 mmol) of diisopropylethylamine. 8.5 g (66 mmol) of 2-ethylhexylamine are added dropwise to the solution, and the reaction is refluxed for a total of 48 hours until starting material is no longer visible according to TLC (silica gel: n-heptane/MTB ether). The reaction solution is evaporated to dryness in a rotary evaporator, and the crude product is chromatographed over silica gel using n-heptane/MTB ether. The product-containing fractions are collected and evaporated in a rotary evaporator. Yield: 11.8 g (67%)

Workup

  1. temperaturethe reaction is refluxed for a total of 48 hours
  2. customThe reaction solution is evaporated to dryness in a rotary evaporator
  3. customthe crude product is chromatographed over silica gel
  4. customThe product-containing fractions are collected
  5. customevaporated in a rotary evaporator

Sources & evidence

ORD record
ord-b3de8242f5ed4605a4468ee91b4f5fad
Source dataset
uspto-grants-2006_09
Patent number
US07101537B2

Reaction notes

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