Pyridinium chloride → HCID 54426455, compound

HRID 1588745Notes

Reaction equation

HRID 1588745 reaction equation
C[O:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[C:13]3[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:12]=3[S:11][C:10]=2[CH2:21][CH3:22])=[O:8])=[CH:5][CH:4]=1.Cl.N1C=CC=CC=1>O>[OH:2][C:3]1[CH:24]=[CH:23][C:6]([C:7]([C:9]2[C:13]3[CH:14]=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=[CH:17][C:12]=3[S:11][C:10]=2[CH2:21][CH3:22])=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 19754314HCID 19754314, compound

Product 1

HCID 54426455HCID 54426455, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
185 °C

Procedure

A mixture of 7.7 g (0.0225 mole) of 3-(4-methoxy benzoyl) 2-ethyl 5-nitro benzothiophene and 35 g of pyridine hydrochloride are heated at 185° C. for 2.5 h. The mixture is cooled and taken up in 100 ml of water. The product is filtered off and washed on the filter with water and dried in a vacuum at a temperature of 50° C. After purification by chromatography on a column of silica (eluant: heptane/ethyl acetate 6/4), 5.6 g of 3-(4-hydroxy benzoyl) 2-ethyl 5-nitro benzothiophene are obtained.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationThe product is filtered off
  3. washwashed on the
  4. filtrationfilter with water
  5. customdried in a vacuum at a temperature of 50° C
  6. customAfter purification by chromatography on a column of silica (eluant: heptane/ethyl acetate 6/4), 5.6 g of 3-(4-hydroxy benzoyl) 2-ethyl 5-nitro benzothiophene
  7. customare obtained

Sources & evidence

ORD record
ord-b5661fb428fb426f8d087ba6ccc56d71
Source dataset
uspto-grants-1993_06
Patent number
US05223510

Reaction notes

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