Acetamide → HCID 4442660, compound

HRID 1197145Notes

Reaction equation

HRID 1197145 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.CC1[O:12][CH:11]([CH3:13])OC(C)O1.[C:15]([NH2:18])(=O)[CH3:16].P(=O)(O)(O)O>O.C(O)=O>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:15]([NH:18][C:11](=[O:12])[CH3:13])[CH3:16]

Participants

7

Reactant 4

HCID 178AcetamideHCID 1004Phosphoric AcidHCID 8030ThiopheneHCID 31264Paraldehyde

Product 1

HCID 4442660HCID 4442660, compoundYield 52.1%

Reagents, catalysts & solvents 2

HCID 284Formic AcidSolventHCID 962WaterSolvent

Procedure

Thiophene (8.40 g, 0.10 mol), paraldehyde (2.20 g, 0.017 mol) and acetamide (1.18 g, 0.05 mol) were added to a mixture of formic acid (6 ml) and 85% phosphoric acid (3 ml) and stirred at a room temperature for two hours. Water (50 ml) was added to the reaction mixture. The mixture was extracted with chloroform (50 ml), subjected to a silica gel column chromatography (eluent: chloroform) and recrystallized from petroleum benzine to obtain the entitled compound (1.5 g) as a colorless needle-shape crystal. Yield: 88.8 Melting point: 66° C.

Workup

  1. extractionThe mixture was extracted with chloroform (50 ml)
  2. customrecrystallized from petroleum benzine

Sources & evidence

ORD record
ord-f6546e3a1476466aa6606233de20a259
Source dataset
uspto-grants-1992_05
Patent number
US05117000

Reaction notes

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