1,8-Octanediamine → N-cyano-N'-methyl-N"-(8-aminooctyl)guanidine

HRID 895026Notes

Reaction equation

HRID 895026 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH2:10].[C:11]([NH:13][C:14](=[N:17][CH3:18])SC)#[N:12]>>[C:11]([NH:13][C:14]([NH:17][CH3:18])=[N:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH2:10])#[N:12]

Participants

3

Reactant 2

HCID 242501,8-OctanediamineHCID 1111031-Cyano-2,3-dimethylisothiourea

Product 1

HCID 178484956N-cyano-N'-methyl-N"-(8-aminooctyl)guanidineYield 58.4%

Procedure

A mixture of 1,8-diaminooctane (14.1 g) with N-cyano-N'-methyl-S-methyl isothiourea (5.2 g) was maintained at 60° for 5 hours to give a solid product which was washed with ether and recrystallised from acetonitrile/ether to give N-cyano-N'-methyl-N"-(8-aminooctyl)guanidine (5.3 g) m.p. 81°-83°

Workup

  1. temperaturewas maintained at 60° for 5 hours
  2. customto give a solid product which
  3. washwas washed with ether
  4. customrecrystallised from acetonitrile/ether

Sources & evidence

ORD record
ord-88492be347fd4ac5b87646eb8da910d7
Source dataset
uspto-grants-1981_08
Patent number
US04285952

Reaction notes

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