Hexylamine → HCID 86053884, compound

HRID 1169545Notes

Reaction equation

HRID 1169545 reaction equation
Cl[B:2]1[NH:7][B:6](Cl)[NH:5][B:4](Cl)[NH:3]1.[CH2:10]([NH2:16])[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].C([N:19]([CH2:22][CH3:23])CC)C>C1(C)C=CC=CC=1>[CH2:10]([NH:16][B:2]1[NH:7][B:6]([NH:16][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[NH:5][B:4]([NH:19][CH2:22][CH2:23][CH2:10][CH2:11][CH2:12][CH3:13])[NH:3]1)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 3

HCID 8102HexylamineHCID 8471TriethylamineHCID 702742,4,6-Trichloroborazine

Product 1

HCID 86053884HCID 86053884, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
60 °C

Procedure

B,B′,B″-trichloroborazine (15 g) was dissolved into sufficiently dewatered toluene (100 mL) and a mixture solution of n-hexyl amine (37 g), triethyl amine (25 g) and toluene (100 mL) was dropped over 1 hour at room temperature. After completion of the drop-wise addition, the solution was stirred at 25° C. for 3 hours and further at 60° C. for 3 hours. An amine-HCl salt generated was removed by filtration, followed by removal of the solvent and unreacting amine under reduced pressure to obtain B,B′,B″-tris(hexylamino)borazine as yellow viscous liquid (30 g). Thus obtained compound was further stirred in xylene at 130° C. for 3 hours to proceed polycondensation reaction. After the reaction, the solvent is removed under reduced pressure to obtain a borazine ring-containing compound 2.

Workup

  1. additionAfter completion of the drop-wise addition
  2. customAn amine-HCl salt generated was removed by filtration
  3. customfollowed by removal of the solvent and unreacting amine under reduced pressure

Sources & evidence

ORD record
ord-7ce447b2f5354f6cadf3fecd2ba93098
Source dataset
uspto-grants-2010_11
Patent number
US07824784B2

Reaction notes

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