Hexyl isocyanate → HCID 131731416, compound

HRID 1028161Notes

Reaction equation

HRID 1028161 reaction equation
[C:1]1(=[O:11])[CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][N:4]2[C:3](=[O:10])[NH:2]1.N(CCCCCC)=[C:13]=O>O1CCOCC1>[O:11]=[C:1]1[CH:5]2[CH2:6][CH2:7][CH2:8][CH2:9][N:4]2[C:3](=[O:10])[NH:2]1.[CH3:13][CH:5]([C:1]([NH2:2])=[O:11])[CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 75659Hexyl isocyanateHCID 10654438tetrahydroimidazo[1,5-a]pyridine-1,3(2H,5H)-dione

Product 1

HCID 131731416HCID 131731416, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Tetrahydroimidazo[1,5-a]pyridine-1,3-dione (690 mg, 4.476 mmol) and isocyanato-hexane (1.5 ml, 10.3 mmol, addition in several portions) were stirred in 30 ml of dioxane at 80° C. for 3 h and at 110° C. for 5 h. Concentration was followed by purification by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 23 mg (2%), M+H+:282.20.

Workup

  1. concentrationConcentration
  2. customwas followed by purification by preparative HPLC (PR18, acetonitrile/water 0.1% TFA)

Sources & evidence

ORD record
ord-f8f8eb1301ab481caa01a3e37e868018
Source dataset
uspto-grants-2014_05
Patent number
US08735437B2

Reaction notes

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