1,7-Heptanediamine → HCID 178433306, compound

HRID 866424Notes

Reaction equation

HRID 866424 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH2:9].[C:10]([NH:12][C:13](=[N:16][CH2:17][CH2:18][S:19][CH2:20][C:21]1[NH:25][CH:24]=[N:23][C:22]=1[CH3:26])SC)#[N:11]>>[C:10]([NH:12][C:13]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH2:9])=[N:16][CH2:17][CH2:18][S:19][CH2:20][C:21]1[NH:25][CH:24]=[N:23][C:22]=1[CH3:26])#[N:11]

Participants

3

Reactant 2

HCID 695331,7-HeptanediamineHCID 178503877HCID 178503877, compound

Product 1

HCID 178433306HCID 178433306, compoundYield 30.8%

Procedure

1,7-Diaminoheptane (5.2 g) was warmed gently until molten and to it was added N-cyano-N'-[2-((4-methyl-5-imidazolyl)-methylthio)ethyl]-S-methylisothiourea (2.69 g). After stirring for 15 hours at room temperature the reaction mixture was extracted with ether to remove excess of the diamine starting material and then purified on a silica gel chromatographic column, eluting with isopropanol to give the title compound (1.08 g), m.p. 84°-87° C. (Found: C, 55.0; H, 8.2; N, 27.8; S, 9.0% C16H29N7S requires: C, 54.7; H, 8.3; N, 27.9; S, 9.1%).

Workup

  1. extractionwas extracted with ether
  2. customto remove excess of the diamine starting material
  3. custompurified on a silica gel chromatographic column
  4. washeluting with isopropanol

Sources & evidence

ORD record
ord-5b9b3102422c42ceafbdc3638e3685a0
Source dataset
uspto-grants-1978_07
Patent number
US04098898

Reaction notes

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