Acetic Acid → HCID 13084140, compound

HRID 67259Notes

Reaction equation

HRID 67259 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:14]([CH3:15])=[CH:13][C:12](=[O:16])[C:11]([C:17]([O:19][CH3:20])=[O:18])=[N:10]2)=[CH:5][CH:4]=1.OO.[OH2:23].C(O)(=[O:26])C>>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:14]([CH3:15])=[CH:13][C:12](=[O:16])[C:11]([C:17]([O:19][CH3:20])=[O:18])=[N:10]2)=[CH:7][CH:8]=1)(=[O:26])=[O:23]

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 784Hydrogen PeroxideHCID 962WaterHCID 13084139Methyl 1-(4-methylthiophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylate

Product 1

HCID 13084140HCID 13084140, compoundYield 36%

Conditions

Temperature
5 °C

Procedure

To a suspension of 2.9 g (0.01 mol) Methyl 1-(4-methylthiophenyl)-1,4-dihydro-4-oxo-6-methylpyridazine-3-carboxylate (see Example 24) in 50 ml of glacial acetic acid, cooled to 5° C., there is added dropwise 3.4 g (0.02 mol) of 30% hydrogen peroxide (aqueous). The mixture is stirred at 5° C. for 1 hr. and at room temperature for 2 days. To the mixture there is added 200 ml of water and it is allowed to stir at room temperature for 1 hr. The suspension formed is vacuum filtered and the filter cake is recrystallized with methyl cellosolve to afford 1.15 g (36% yield) of product, mp 253°-257° decomp.

Workup

  1. waitand at room temperature for 2 days
  2. stirringto stir at room temperature for 1 hr
  3. customThe suspension formed
  4. filtrationfiltered
  5. customthe filter cake is recrystallized with methyl cellosolve

Sources & evidence

ORD record
ord-23072390e9db46ffadaa8ed86a4d5de7
Source dataset
uspto-grants-1982_08
Patent number
US04345934

Reaction notes

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