Hydrochloric Acid → 5-Anilino-3,4-dimethoxy-2H-pyrrol-2-one

HRID 1381320Notes

Reaction equation

HRID 1381320 reaction equation
[C:1]1([N:7]2[C:12](=O)[C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CS(C)=[O:20].C[O-].[Na+].Cl>CO>[CH3:17][O:16][C:10]1[C:9](=[O:20])[NH:8][C:12](=[N:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:11]=1[O:14][CH3:15]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 679Dimethyl SulfoxideHCID 768265DimidazonHCID 10942334Sodium Methoxide

Product 1

HCID 1361088795-Anilino-3,4-dimethoxy-2H-pyrrol-2-one

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

12 parts by weight of 2-phenyl-4,5-dimethoxypyridazin-3-one were suspended in 150 parts by volume of dimethyl sulfoxide, and 9 parts by weight of a 30% strength solution of sodium methylate in methanol were added dropwise. The mixture was stirred for 20 hours at room temperature, after which it was stirred into 1 liter of ice water and rendered neutral by adding concentrated hydrochloric acid, and the product was filtered off under suction. 11.4 parts by weight of 2,5-dihydro-3,4-dimethoxy-5-phenyliminopyrrol-2-one of melting point 141°-143° C. were obtained (compound No.1).

Workup

  1. additionwere added dropwise
  2. filtrationthe product was filtered off under suction

Sources & evidence

ORD record
ord-6fd9db0207a64593911bdf526095c554
Source dataset
uspto-grants-1986_04
Patent number
US04585881

Reaction notes

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