Ammonia → 1-(Dimethylamino)-3-(thiophen-2-yl)propan-2-one

HRID 567625Notes

Reaction equation

HRID 567625 reaction equation
[C:1]([C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)(=O)C.C=O.Cl.[CH3:12][NH:13][CH3:14].Cl.N.[CH2:17]([OH:19])[CH3:18]>>[CH3:12][N:13]([CH3:14])[CH2:18][C:17](=[O:19])[CH2:1][C:4]1[S:5][CH:6]=[CH:7][CH:8]=1

Participants

7

Reactant 6

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 702EthanolHCID 712FormaldehydeHCID 69202-AcetylthiopheneHCID 10473Dimethylamine, hydrochloride

Product 1

HCID 534470891-(Dimethylamino)-3-(thiophen-2-yl)propan-2-one

Procedure

The synthesis of 2,5-Di-(2-thienyl)-pyrrole and N-substituted derivatives thereof is shown in FIG. 3. 3-dimethylamino-1-(2-thienyl)-propanone hydrochloride (4) is produced in 89% yield by refluxing for 16 hours a mixture of 2-acetylthiophene (1), paraformaldehyde (2), dimethylamine hydrochloride (3) and concentrated hydrochloric acid in ethanol. The product is isolated, treated with 35% aqueous ammonia and extracted with ether to yield 3-dimethylamino-1-(2-thienyl)-propanone (5).

Workup

  1. temperatureby refluxing for 16 hours
  2. customThe product is isolated
  3. extractionextracted with ether

Sources & evidence

ORD record
ord-c6f040bb3ecd42b69591bcb84688511c
Source dataset
uspto-grants-2001_01
Patent number
US06180064B2

Reaction notes

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