Ethylenediamine → HCID 89825611, compound

HRID 631831Notes

Reaction equation

HRID 631831 reaction equation
Br[C:2]1[N:3]=[C:4]([N:8]([CH3:10])[CH3:9])[N:5]([CH3:7])[N:6]=1.[CH2:11]([NH2:14])[CH2:12][NH2:13].C(N(CC)CC)C>C(OCC)(=O)C.[Cu]I>[NH2:13][CH2:12][CH2:11][NH:14][C:2]1[N:3]=[C:4]([N:8]([CH3:10])[CH3:9])[N:5]([CH3:7])[N:6]=1

Participants

6

Reactant 3

HCID 3301EthylenediamineHCID 8471TriethylamineHCID 510002923-Bromo-N,N,1-trimethyl-1H-1,2,4-triazol-5-amine

Product 1

HCID 89825611HCID 89825611, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

5-Bromo-N,N,2-trimethyl-1,2,4-triazol-3-amine (103 mg, 0.5 mmol) and copper (I) iodide (4.8 mg, 0.025 mmol) were placed in a sealed microwave vial and flushed with argon. Then ethane-1,2-diamine (1.5 ml, 22 mmol) and triethylamine (140 μL, 1 mmol) were added via siringe. The reaction mixture was heated in a microwave oven at 80° C. for 1 h. The reaction mixture was diluted with ethyl acetate, filtered through kieselguhr and the filtrate was concentrated under reduced pressure to give 97 mg (quantitative) MS(ESI) m/z=185.1 [M+1]+.

Workup

  1. customflushed with argon
  2. filtrationfiltered through kieselguhr
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customto give 97 mg (quantitative)

Sources & evidence

ORD record
ord-0d5281d1d2794ffb8a5a8ff2fc174e77
Source dataset
uspto-grants-2016_04
Patent number
US09321724B2

Reaction notes

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