Sodium Hydroxide → 1,3-Bis[(2,2,6,6-tetramethylpiperidin-4-ylidene)amino]guanidine

HRID 2071227Notes

Reaction equation

HRID 2071227 reaction equation
Cl.[CH3:2][C:3]1([CH3:27])[CH2:8][C:7](=[N:9][NH:10][C:11]([NH:13][N:14]=[C:15]2[CH2:20][C:19]([CH3:22])([CH3:21])[NH:18][C:17]([CH3:24])([CH3:23])[CH2:16]2)=[NH:12])[CH2:6][C:5]([CH3:26])([CH3:25])[NH:4]1.[OH-].[Na+]>O>[CH3:23][C:17]1([CH3:24])[CH2:16][C:15](=[N:14][NH:13][C:11]([NH:10][N:9]=[C:7]2[CH2:6][C:5]([CH3:26])([CH3:25])[NH:4][C:3]([CH3:27])([CH3:2])[CH2:8]2)=[NH:12])[CH2:20][C:19]([CH3:22])([CH3:21])[NH:18]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 1777255821,3-Bis[(2,2,6,6-tetramethylpiperidin-4-ylidene)amino]guanidine;hydrochloride

Product 1

HCID 1765211131,3-Bis[(2,2,6,6-tetramethylpiperidin-4-ylidene)amino]guanidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 5 gram sample of the recrystallized hydrochloride was dissolved in 50 mls. of water and a 4% aqueous solution of sodium hydroxide was added thereto until the mixture became alkaline. The solid which precipitated was separated by filtration, washed with water, and dried to obtain 3.2 grams of the free base, m.p. 163°-167° C. Recrystallization of the crude free base from a mixture of benzene and hexane gave 1.0 gram of analytically pure free base, m.p. 164°-166° C.

Workup

  1. customThe solid which precipitated
  2. customwas separated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-cc0094124e6e471ba44e03a2a3407118
Source dataset
uspto-grants-1977_09
Patent number
US04046736

Reaction notes

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