Water → HCID 23035243, compound

HRID 1709974Notes

Reaction equation

HRID 1709974 reaction equation
[OH:1][C:2]1[C:18](O)=[CH:17][C:5]2[S:6][C:7]([C:9]3[CH:10]([CH3:16])[CH2:11][C:12](=[O:15])[NH:13][N:14]=3)=[CH:8][C:4]=2[CH:3]=1.[C:20](=[O:23])([O-])[O-].[K+].[K+].I[CH2:27][CH3:28].O.[CH3:30]N(C)C=O>>[CH2:27]([O:1][C:2]1[C:18]([O:23][CH2:20][CH3:30])=[CH:17][C:5]2[S:6][C:7]([C:9]3[CH:10]([CH3:16])[CH2:11][C:12](=[O:15])[NH:13][N:14]=3)=[CH:8][C:4]=2[CH:3]=1)[CH3:28]

Participants

6

Reactant 5

HCID 962WaterHCID 6228DimethylformamideHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 135966585HCID 135966585, compound

Product 1

HCID 23035243HCID 23035243, compound

Procedure

A mixture of 4,5-dihydro-6-(5,6-dihydroxy-benzo[b]thien-2-yl)-5-methyl-3(2H)-pyridazinone (1.59 g) and anhydrous potassium carbonate (1.69 g) in dimethyl formamide (18 ml) was stirred at room temperature for 10 mins. Iodoethane (0.92 ml) was then added and the reaction mixture was stirred for 16 hours. The resultant suspension was then poured into water (90 ml), the mixture was stirred, and the light yellow coloured precipitate was filtered off and dried at 75° C. under vacuum to give 4,5-dihydro-6-(5,6-diethoxy-benzo[b]thien-2-yl)-5-methyl-3(2H)-pyridazinone (1.65 g). Crystallization from dichloromethane: methanol and diethyl ether gave 4,5-dihydro-6-(5,6-diethoxybenzo[b]thien-2-yl)-5-methyl-3(2H)-pyridazinone as a white solid (1.38 g), m.p. 170°-171° C.

Workup

  1. stirringthe reaction mixture was stirred for 16 hours
  2. stirringthe mixture was stirred
  3. filtrationthe light yellow coloured precipitate was filtered off
  4. customdried at 75° C. under vacuum

Sources & evidence

ORD record
ord-6563754cf06b4259b1e44edde097edd3
Source dataset
uspto-grants-1990_08
Patent number
US04952571

Reaction notes

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