Triethylamine → HCID 21196277, compound

HRID 1066876Notes

Reaction equation

HRID 1066876 reaction equation
[NH2:1][C:2]1[C:3]([C:12]([OH:14])=O)=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C(N(CC)CC)C.[CH2:22]([N:25]=[C:26]=[S:27])[CH2:23][CH3:24]>CC(O)C>[CH2:22]([N:25]1[C:12](=[O:14])[C:3]2[C:2](=[CH:11][C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[CH:4]=2)[NH:1][C:26]1=[S:27])[CH2:23][CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 222443-Amino-2-naphthoic acidHCID 69403Propyl Isothiocyanate

Product 1

HCID 21196277HCID 21196277, compoundYield 72.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a suspension of 1.88 g of 3-amino-2-naphthalic acid in 25 mL of 2-propanol was added 1.39 mL of triethylamine followed by 1.02 g of n-propyl isothiocyanate with stirring. The mixture was heated at reflux for 2 h, and then allowed to cool to room temperature. The resulting solid was collected by filtration and washed with cold 2-propanol to give 1.97 g of the title compound of Step A as a yellow solid.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 2 h
  3. filtrationThe resulting solid was collected by filtration
  4. washwashed with cold 2-propanol

Sources & evidence

ORD record
ord-b96d1d3c2ed043ae81b48b484d658036
Source dataset
uspto-grants-2001_06
Patent number
US06245770B1

Reaction notes

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