Water → HCID 13268185, compound

HRID 1248375Notes

Reaction equation

HRID 1248375 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[S:12][C:13]1[CH:14]=[C:15]([N:19]2[C:24](=[O:25])[C:23](Cl)=[C:22](Cl)[CH:21]=[N:20]2)[CH:16]=[CH:17][CH:18]=1.[CH3:28][O-:29].[Na+].O.CC[O:34][CH2:35]C>C1(C)C=CC=CC=1.CN1CCCC1=O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[S:12][C:13]1[CH:14]=[C:15]([N:19]2[C:24](=[O:25])[C:23]([O:29][CH3:28])=[C:22]([O:34][CH3:35])[CH:21]=[N:20]2)[CH:16]=[CH:17][CH:18]=1

Participants

7

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 10942334Sodium MethoxideHCID 13268184HCID 13268184, compound

Product 1

HCID 13268185HCID 13268185, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 13387N-methyl-2-pyrrolidoneCatalystHCID 1140TolueneSolvent

Procedure

A suspension of 20 g of 1-[3'-(2"-chloro-4"-trifluoromethylphenylthio)-phenyl]-4,5-dichloropyridaz-6-one, 5.3 g of sodium methylate and 0.1 g of N-methylpyrrolidone in 150 ml of absolute toluene was kept at 60° C. for 2 hours, while stirring. The solution formed was diluted with 200 ml of ether, treated with twice 100 ml of water, dried, filtered and evaporated down under reduced pressure. The oily residue was triturated with diisopropyl ether, and the product was filtered off under suction. 15.7 g (80% of theory) of 1-[3'-(2"-chloro-4"-trifluoromethylphenylthio)-phenyl]-4,5-dimethoxypyridaz-6-one of melting point 86° to 90° C. were obtained.

Workup

  1. customThe solution formed
  2. customdried
  3. filtrationfiltered
  4. customevaporated down under reduced pressure
  5. customThe oily residue was triturated with diisopropyl ether
  6. filtrationthe product was filtered off under suction

Sources & evidence

ORD record
ord-5b527fd2dfd04e42b543266db5b01fa0
Source dataset
uspto-grants-1985_06
Patent number
US04523946

Reaction notes

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