Hydrochloric Acid → HCID 178483317, compound

HRID 850940Notes

Reaction equation

HRID 850940 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH2:14])[N:9]=1)[CH3:3].[N-:15]([C:18]#[N:19])[C:16]#[N:17].[Na+].Cl>C(O)CCC>[CH3:3][N:2]([CH2:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:18]([NH:15][C:16]#[N:17])=[NH:19])[N:9]=1)[CH3:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 4350929Sodium dicyanamideHCID 109773182-(Dimethylaminomethyl)-4-(2-aminoethylthiomethyl)thiazole

Product 1

HCID 178483317HCID 178483317, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A reaction mixture was prepared from 1.16 g of 2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethylamine, 0.45 g of sodium dicyanamide, 4.8 ml 1N aqueous hydrochloric acid and 8 ml of n-butanol. The reaction mixture was heated to reflux temperature for about 16 hours and then was filtered. Evaporation of the filtrate to dryness yielded a residue which was purified by chromatography over silica using a 98:2 ethyl acetate:methanol solvent mixture as the eluant. Fractions shown by tlc to contain the desired product were combined and the solvent evaporated therefrom. N-2-(2-dimethylaminomethyl-4-thiazolylmethylthio)ethyl-N'-cyanoguanidine thus obtained was a glass.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux temperature for about 16 hours
  3. filtrationwas filtered
  4. customEvaporation of the filtrate to dryness
  5. customyielded a residue which
  6. customwas purified by chromatography over silica using a 98:2 ethyl acetate
  7. customthe solvent evaporated

Sources & evidence

ORD record
ord-d2906b0300774261ac65add23d39d32f
Source dataset
uspto-grants-1983_05
Patent number
US04382090

Reaction notes

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