Triethylamine → HCID 59087965, compound

HRID 656285Notes

Reaction equation

HRID 656285 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[C:8]([C:12]1[CH:21]=[CH:20][C:15]([CH2:16][N:17]=[C:18]=[S:19])=[CH:14][CH:13]=1)([CH3:11])([CH3:10])[CH3:9].C(N(CC)CC)C>C(#N)C>[C:8]([C:12]1[CH:21]=[CH:20][C:15]([CH2:16][NH:17][C:18]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)=[S:19])=[CH:14][CH:13]=1)([CH3:11])([CH3:9])[CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 104392-AminopyridineHCID 148010411-Tert-butyl-4-(isothiocyanatomethyl)benzene

Product 1

HCID 59087965HCID 59087965, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-aminopyridine (86 mg) was dissolved in acetonitrile (10 ml) and to the solution were added 4-t-butylbenzylisothiocyanate (190 mg) and triethylamine (140 μl), followed by refluxing for 27 hours. The resulting mixture was extracted with water and dichloromethane, dried, concentrated under reduced pressure, and then crystallized (dichloromethane/petroleum ether) to yield the compound (90 mg, 33%) as a white solid.

Workup

  1. temperatureby refluxing for 27 hours
  2. extractionThe resulting mixture was extracted with water and dichloromethane
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customcrystallized (dichloromethane/petroleum ether)

Sources & evidence

ORD record
ord-2fa55b4c33fa4e26a60bc29ec7dcc1c0
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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