Potassium Carbonate → HCID 57217469, compound

HRID 343289Notes

Reaction equation

HRID 343289 reaction equation
Cl.[C:2]([NH2:5])(=[NH:4])[CH3:3].C(=O)([O-])[O-].[K+].[K+].Cl[CH:13]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)[C:14](Cl)=[O:15]>O1CCCC1>[CH3:24][O:23][C:20]1[CH:21]=[CH:22][C:17]([C:13]2[C:14](=[O:15])[N:5]=[C:2]([CH3:3])[N:4]=2)=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 67170Acetamidine monohydrochlorideHCID 15166130HCID 15166130, compound

Product 1

HCID 57217469HCID 57217469, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
15 °C

Procedure

A stirred mixture of 11.8 grams (0.10 mole) of acetamidine hydrochloride in 200 mL of tetrahydrofuran is cooled to about 15° C., and 41.8 grams (0.30 mole) of potassium carbonate is added portionwise. To this is then added portionwise 21.8 grams (0.10 mole) of 2-chloro-2-(4-methoxyphenyl)acetyl chloride. Upon completion of addition, the reaction mixture is stirred for 15 minutes at 15° C., then it is warmed to reflux where it stirred for about four hours. The reaction mixture is then cooled and filtered to collect the by-product potassium chloride. The filtrate is concentrated under reduced pressure, yielding 4-(4-methoxyphenyl)-2-methylimidazol-5-one.

Workup

  1. additionUpon completion of addition
  2. temperatureit is warmed
  3. temperatureto reflux where it
  4. stirringstirred for about four hours
  5. temperatureThe reaction mixture is then cooled
  6. filtrationfiltered
  7. customto collect the by-product potassium chloride
  8. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-8d72585a46ed49ce8453f38a41e59c15
Source dataset
uspto-grants-1999_01
Patent number
US05861359

Reaction notes

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