Methyl isothiocyanate → 2-(Methylaminothioxomethyl)-N-[3-[3-(1-piperidinylmethyl)phenoxy]-propyl]-hydrazine carboxamide

HRID 4616

Reaction equation

HRID 4616 reaction equation
[CH3:1][N:2]=[C:3]=[S:4].[N:5]1([CH2:11][C:12]2[CH:13]=[C:14]([CH:24]=[CH:25][CH:26]=2)[O:15][CH2:16][CH2:17][CH2:18][NH:19][C:20]([NH:22][NH2:23])=[O:21])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1>C1COCC1>[CH3:1][NH:2][C:3](=[S:4])[NH:23][NH:22][C:20]([NH:19][CH2:18][CH2:17][CH2:16][O:15][C:14]1[CH:24]=[CH:25][CH:26]=[C:12]([CH2:11][N:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]2)[CH:13]=1)=[O:21]

Participants

4

Reactant 2

HCID 11167Methyl isothiocyanateHCID 13657330N-(3-{3-[(Piperidin-1-yl)methyl]phenoxy}propyl)hydrazinecarboxamide

Product 1

HCID 136573442-(Methylaminothioxomethyl)-N-[3-[3-(1-piperidinylmethyl)phenoxy]-propyl]-hydrazine carboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.5 g (6.6 mmol) of methylisothiocyanate are added to 1.0 g (3.3 mmol) of N-[3-[3-(1-piperidinylmethyl) phenoxy]propyl]-hydrazine carboxamide in 20 ml of THF and the mixture is stirred at room temperature for 12 hours. The precipitate obtained is filtered off and recrystallised from ethanol. The analytical values are summarized in Table I.

Workup

  1. customThe precipitate obtained
  2. filtrationis filtered off
  3. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-43d9b13e76d64c13a9297ad2f6e9042c
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Linked notes

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