N-Methylethylenediamine → HCID 178484314, compound

HRID 1680848Notes

Reaction equation

HRID 1680848 reaction equation
[C:1]([NH:3][C:4](=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[NH:16][CH:15]=[N:14][C:13]=1[CH3:17])SC)#[N:2].[NH2:18][CH2:19][CH2:20][NH:21][CH3:22]>>[C:1]([NH:3][C:4]([NH:18][CH2:19][CH2:20][NH:21][CH3:22])=[N:7][CH2:8][CH2:9][S:10][CH2:11][C:12]1[NH:16][CH:15]=[N:14][C:13]=1[CH3:17])#[N:2]

Participants

3

Reactant 2

HCID 8014N-MethylethylenediamineHCID 178503877HCID 178503877, compound

Product 1

HCID 178484314HCID 178484314, compound

Procedure

N-Cyano-N'-[2-((4-methyl-5-imidazolyl)methylthio)ethyl]-S-methylisothiourea (5.4 g) and (2-aminoethyl)methylamine (25 ml) were mixed together and left for 15 hours at 20° C. Evaporation to dryness and azeotroping with acetonitrile to remove excess diamine gave a solid residue which was recrystallised from isopropanol to give the title compound (4.8 g), m.p. 146°-148° C. (Found: C, 48.7; H, 7.3; N, 32.9; S, 10.9%. C12H21N7S requires: C, 48.8; H, 7.2; N, 33.2; S, 10.9%).

Workup

  1. customEvaporation to dryness
  2. customazeotroping with acetonitrile
  3. customto remove excess diamine
  4. customgave a solid residue which
  5. customwas recrystallised from isopropanol

Sources & evidence

ORD record
ord-fabb4f691f504376b04554658a7e7d92
Source dataset
uspto-grants-1981_06
Patent number
US04276301

Reaction notes

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