Hexane → 4-(3-t-Butylureidomethyl)-1-aminomethylbenzene

HRID 1535074Notes

Reaction equation

HRID 1535074 reaction equation
[C:1]1([CH2:9][NH2:10])[CH:6]=[CH:5][C:4]([CH2:7][NH2:8])=[CH:3][CH:2]=1.CCCCCC.[C:17]([N:21]=[C:22]=[O:23])([CH3:20])([CH3:19])[CH3:18]>C(Cl)Cl>[C:17]([NH:21][C:22](=[O:23])[NH:8][CH2:7][C:4]1[CH:5]=[CH:6][C:1]([CH2:9][NH2:10])=[CH:2][CH:3]=1)([CH3:20])([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 8058HexaneHCID 62412tert-Butyl isocyanateHCID 683151,4-Benzenedimethanamine

Product 1

HCID 200967404-(3-t-Butylureidomethyl)-1-aminomethylbenzeneYield 42.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2.7 g p-xylylenediamine in 100 ml methylene dichloride, was added slowly with stirring 10 ml of a n-hexan solution containing 990 mg t-butyl isocyanate under ice cooling. Stirring was continued at room temperature for two hours, the solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography, giving 1 g of 4-(3-t-butylureidomethyl)-1-aminomethylbenzene.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-721b54c9b9c84ec2bba8d2b907e6c7b8
Source dataset
uspto-grants-1992_02
Patent number
US05091419

Reaction notes

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