Phosphorus oxychloride → HCID 20312589, compound

HRID 2420024Notes

Reaction equation

HRID 2420024 reaction equation
[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([CH3:15])[C:9]=1[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:3])[CH3:2].CN([CH:24]=[O:25])C1C=CC=CC=1.P(Cl)(Cl)(Cl)=O.C([O-])(=O)C.[Na+]>>[C:1]([NH:4][C:5]1[S:6][C:7]([CH:24]=[O:25])=[C:8]([CH3:15])[C:9]=1[C:10]([O:12][CH2:13][CH3:14])=[O:11])(=[O:3])[CH3:2]

Participants

5

Reactant 4

HCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 290215Ethyl 2-(acetylamino)-4-methylthiophene-3-carboxylateHCID 517045Sodium Acetate

Product 1

HCID 20312589HCID 20312589, compound

Procedure

A mixture of 22.7 parts of 2-acetylamino-3-ethoxycarbonyl-4-methylthiophene, 261 parts of N-methylformanilide and 28.4 parts of phosphoryl chloride is stirred for 90 minutes at 90° - 95° C. 300 Parts of a 4N aqueous solution of sodium acetate are added and the mixture stirred for 10 minutes at 90° C. The oily solid is separated from the liquid and crystallised from ethanol to give 2-acetylamino-3-ethoxycarbonyl-4-methyl-5-formylthiophene (m.pt 174° - 176° C).

Workup

  1. stirringthe mixture stirred for 10 minutes at 90° C
  2. customThe oily solid is separated from the liquid
  3. customcrystallised from ethanol

Sources & evidence

ORD record
ord-b1b86ab17e72454db1ac21e83ff156ee
Source dataset
uspto-grants-1978_08
Patent number
US04108867

Reaction notes

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