Methyl Isocyanate → N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,2-hydrazine dicarboxamide

HRID 4619

Reaction equation

HRID 4619 reaction equation
[CH3:1][N:2]=[C:3]=[O: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]([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])=[O:4]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 13657330N-(3-{3-[(Piperidin-1-yl)methyl]phenoxy}propyl)hydrazinecarboxamide

Product 1

HCID 13657347N-Methyl-N'-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]1,2-hydrazine dicarboxamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.8 ml (13 mmol) of methylisocyanate are added to 2.0 g (6.6 mmol) of N-[3-[3-(1-piperidinylmethyl)phenoxy]-propyl]-hydrazine carboxamide in 20 ml of THF and the reaction mixture is stirred at room temperature for one hour. The precipitate is filtered off and recrystallised from methanol. The analytical values are summarized in Table I.

Workup

  1. filtrationThe precipitate is filtered off
  2. customrecrystallised from methanol

Sources & evidence

ORD record
ord-897436588fc9496aa5f9329bc5f5f2e2
Source dataset
uspto-grants-1988_02
Patent number
US04727081

Linked notes

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