Potassium Carbonate → 5-[2-(Dimethylamino)ethyl]-1,3,4-thiadiazol-2-amine

HRID 1359960Notes

Reaction equation

HRID 1359960 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][C:5]#[N:6].N[NH:9][C:10]([NH2:12])=[S:11].C(=O)([O-])[O-].[K+].[K+]>FC(F)(F)C(O)=O.O>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][C:5]1[S:11][C:10]([NH2:12])=[N:9][N:6]=1

Participants

6

Procedure

A solution of 2.00 ml (17.7 mmol) of 3-(dimethylamino)propanenitrile and 1.70 g (18.6 mmol) of thiosemicarbazide in trifluoroacetic acid (5 ml) was heated at 80° C. for 6 hr. The reaction solution was cooled to room temperature and was then diluted with water. The diluted solution was rendered weakly basic by the addition of a 10% aqueous potassium carbonate solution. The solution was extracted with chloroform, and the extract was dried over anhydrous sodium sulfate. The filtrate was concentrated, and the residue was washed with diethyl ether-ethyl acetate to give 1.00 g (yield 33%) of the title compound.

Workup

  1. extractionThe solution was extracted with chloroform
  2. dry with materialthe extract was dried over anhydrous sodium sulfate
  3. concentrationThe filtrate was concentrated
  4. washthe residue was washed with diethyl ether-ethyl acetate

Sources & evidence

ORD record
ord-f84e073f8f244555808346b823bba7e4
Source dataset
uspto-grants-2011_02
Patent number
US07879808B2

Reaction notes

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