Benzoyl chloride → HCID 178429577, compound

HRID 1859380Notes

Reaction equation

HRID 1859380 reaction equation
[NH2:1][N:2]1[C:7](=[O:8])[C:6]([C:9]#[N:10])=[C:5]([CH3:11])[CH:4]=[C:3]1[OH:12].[K].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O.C(Cl)Cl>[C:14]([NH:1][N:2]1[C:7](=[O:8])[C:6]([C:9]#[N:10])=[C:5]([CH3:11])[CH:4]=[C:3]1[OH:12])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 2

HCID 7412Benzoyl chlorideHCID 178429576HCID 178429576, compound

Product 1

HCID 178429577HCID 178429577, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 10.16 g (50 mmol) of potassium 1-amino-5-cyano-2-hydroxy-4-methyl-6-pyridone in 50 ml of water was added a solution of 7.03 g (50 mmol) of benzoyl chloride in 50 ml of methylene chloride. The mixture was stirred rapidly for 1 hr, and then filtered. The solid was washed with isopropanol and air dried. The yield of product was 3.90 g (29.0%); mp: 256° C. dec. The NMR spectrum was consistent with the proposed structure. Anal. Calcd. for C14H11N3O3: C, 62.5; H, 4.1; N, 15.6. Found: C, 62.23; H, 4.31; N, 15.85.

Workup

  1. filtrationfiltered
  2. washThe solid was washed with isopropanol and air
  3. customdried

Sources & evidence

ORD record
ord-d07850d752ef4b00b344a28bb5a717d2
Source dataset
uspto-grants-2003_03
Patent number
US06528223B1

Reaction notes

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