Benzoyl chloride → HCID 178510098, compound

HRID 466160Notes

Reaction equation

HRID 466160 reaction equation
C(N(CC)CC)C.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[C:17]([C:19]1[C:20]([OH:26])=[N:21][C:22]([OH:25])=[CH:23][CH:24]=1)#[N:18]>CN(C)C(=O)C>[C:8]([O:25][C:22]1[N:21]=[C:20]([OH:26])[C:19]([C:17]#[N:18])=[CH:24][CH:23]=1)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chloride2×HCID 8471Triethylamine2×HCID 178510101HCID 178510101, compound

Product 1

HCID 178510098HCID 178510098, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

A 0.51 ml quantity of triethylamine and 0.43 ml of benzoyl chloride were added to a solution of 1.00 g of 3-cyano-2,6-dihydroxypyridine in 40 ml of N,N-dimethylacetamide. The mixture was stirred at room temperature for 15 minutes. To the reaction mixture were added 0.51 ml of triethylamine and 0.43 ml of benzoyl chloride, and the mixture was stirred at room temperature for 15 minutes. The reaction mixture was filtered and the filtrate was concentrated under a reduced pressure. The concentrate was washed with chloroform and with water, giving 1.06 g of the title compound in a yield of 60%.

Workup

  1. stirringthe mixture was stirred at room temperature for 15 minutes
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated under a reduced pressure
  4. washThe concentrate was washed with chloroform and with water

Sources & evidence

ORD record
ord-4cdb991e889246a897f32b38fa11cba4
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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