Triethylamine → HCID 20493724, compound

HRID 434379Notes

Reaction equation

HRID 434379 reaction equation
C(N(CC)CC)C.Br[CH:9]([N:16]1[CH:20]=[N:19][CH:18]=[N:17]1)[C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12].[Cl:21][C:22]1[N:27]=[C:26]([OH:28])[CH:25]=[CH:24][CH:23]=1>C(#N)C>[Cl:21][C:22]1[N:27]=[C:26]([O:28][CH:9]([N:16]2[CH:20]=[N:19][CH:18]=[N:17]2)[C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])[CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 130216491-Bromo-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-oneHCID 1785160256-chloropyridin-2-ol

Product 1

HCID 20493724HCID 20493724, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

50.5 g (0.5 mol) of triethylamine were added dropwise to 123 g (0.5 mol) of crude 1-bromo-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one and 65 g (0.5 mol) of 6-chloro-2-hydroxy-pyridine in 250 ml of absolute acetonitrile at 24° to 30° C., while stirring. The mixture was stirred at room temperature for 3 hours and filtered and the filtrate was concentrated in vacuo. After treatment with water, the residue crystallized out. 76.6 g (52% of theory) of 1-(6-chloropyridin-2-yl-oxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 103°-105° C. were obtained.

Workup

  1. stirringThe mixture was stirred at room temperature for 3 hours
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated in vacuo
  4. customAfter treatment with water, the residue crystallized out

Sources & evidence

ORD record
ord-fdd6094969ba4b8689cf20bf3e0ba6c6
Source dataset
uspto-grants-1983_08
Patent number
US04396624

Reaction notes

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