Hydrochloric Acid → HCID 21512636, compound

HRID 1576426Notes

Reaction equation

HRID 1576426 reaction equation
[C:1]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][C:4]([C:7]2[NH:8][NH:9][C:10](=[O:12])[CH:11]=2)=[CH:3][CH:2]=1.[Mg].[CH3:20]I.Cl>C1COCC1>[C:1]1([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:6]=[CH:5][C:4]([C:7]2([CH3:20])[CH2:11][C:10](=[O:12])[NH:9][NH:8]2)=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 1260075HCID 1260075, compoundHCID 5462224Magnesium

Product 1

HCID 21512636HCID 21512636, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 23.6 g of 3-(4-biphenylyl)-pyrazolin-5-one [obtainable from 3-(4-biphenylyl)-3-oxopropionic acid ethyl ester and hydrazine] in 400 ml of THF is added dropwise, while stirring and cooling, to a Grignard solution prepared from 4.8 g of magnesium and 28.4 g of methyl iodide in 800 ml of absolute THF. After stirring for 2 hours at 10°-25°, the mixture is decomposed with ice and dilute hydrochloric acid and worked up in the usual manner to give 3-(4-biphenylyl)-3-methyl-pyrazolidin-5-one, m.p. 191°-192°.

Workup

  1. temperaturecooling, to a Grignard solution
  2. stirringAfter stirring for 2 hours at 10°-25°

Sources & evidence

ORD record
ord-b41a3a8d3d89426e94c20d43bd533903
Source dataset
uspto-grants-1976_09
Patent number
US03980795

Reaction notes

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