Potassium Acetate → 2-[4-(3-Bromo-4-methoxy-phenoxy)-3,5-dimethyl-phenyl]-3,5-dioxo-2,3,4,5-tetrahydro-[1,2,4]triazine-6-carbonitrile

HRID 585125Notes

Reaction equation

HRID 585125 reaction equation
C([O:3][C:4](=O)[NH:5][C:6](=[O:30])[C:7](=[N:10][NH:11][C:12]1[CH:17]=[C:16]([CH3:18])[C:15]([O:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[C:22]([Br:28])[CH:21]=2)=[C:14]([CH3:29])[CH:13]=1)[C:8]#[N:9])C.C([O-])(=O)C.[K+]>C(O)(=O)C>[Br:28][C:22]1[CH:21]=[C:20]([CH:25]=[CH:24][C:23]=1[O:26][CH3:27])[O:19][C:15]1[C:16]([CH3:18])=[CH:17][C:12]([N:11]2[C:4](=[O:3])[NH:5][C:6](=[O:30])[C:7]([C:8]#[N:9])=[N:10]2)=[CH:13][C:14]=1[CH3:29]

Participants

4

Reactant 2

HCID 517044Potassium AcetateHCID 86593878({[4-(3-Bromo-4-methoxy-phenoxy)-3,5-dimethyl-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester

Product 1

HCID 223395632-[4-(3-Bromo-4-methoxy-phenoxy)-3,5-dimethyl-phenyl]-3,5-dioxo-2,3,4,5-tetrahydro-[1,2,4]triazine-6-carbonitrileYield 98.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

A solution of ({[4-(3-bromo-4-methoxy-phenoxy)-3,5-dimethyl-phenyl]-hydrazono}-cyano-acetyl)-carbamic acid ethyl ester (1.0 g) of PREPARATION 3, potassium acetate (200 mg) and acetic acid (11 ml) were heated to 120° C. for 5 h. The reaction was concentrated, water was added, and the resulting solids were collected and dried to afford the title compound as a yellow solid (895 mg). Calc.: 442.0; Found: 441.0 (M−1).

Workup

  1. concentrationThe reaction was concentrated
  2. additionwater was added
  3. customthe resulting solids were collected
  4. customdried

Sources & evidence

ORD record
ord-62a3ce6a1cb649259dff1de967423c47
Source dataset
uspto-grants-2005_08
Patent number
US06930107B2

Reaction notes

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