Diethyl Ether → N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,2-hydrazine dicarbothioamide

HRID 4605

Reaction equation

HRID 4605 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:20]=[CH:21][CH:22]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][C:16]([NH:18][NH2:19])=[S:17])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:23][N:24]=[C:25]=[S:26].CCOCC>C1COCC1>[CH3:23][NH:24][C:25]([NH:19][NH:18][C:16](=[S:17])[NH:15][CH2:14][CH2:13][CH2:12][O:11][C:10]1[CH:20]=[CH:21][CH:22]=[C:8]([CH2:7][N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)[CH:9]=1)=[S:26]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11167Methyl isothiocyanateHCID 13402923N-(3-{3-[(Piperidin-1-yl)methyl]phenoxy}propyl)hydrazinecarbothioamide

Product 1

HCID 13391621N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,2-hydrazine dicarbothioamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.62 g (5 mmol) of N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]hydrazine carbothioamide are dissolved in 30 ml of THF, 0.44 g (6 mmol) of methyl isothiocyanate are added, and the reaction mixture is left to stand overnight at room temperature. Ether is added to complete precipitation and the precipitate formed is suction filtered, washed with ether and recrystallised from ethanol. The analytical values are summarized in Table I.

Workup

  1. waitthe reaction mixture is left
  2. customthe precipitate formed
  3. filtrationfiltered
  4. washwashed with ether
  5. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-0232d71524f549e7b83bb9e370978819
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Linked notes

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