HCID 14537451, compound → HCID 178433292, compound

HRID 745761Notes

Reaction equation

HRID 745761 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH2:11].CS[C:14]1[NH:15][S:16](=[O:21])(=[O:20])[CH2:17][CH2:18][N:19]=1>>[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH2:7][S:8][CH2:9][CH2:10][NH:11][C:14]1[NH:15][S:16](=[O:21])(=[O:20])[CH2:17][CH2:18][N:19]=1

Participants

3

Reactant 2

HCID 14537451HCID 14537451, compoundHCID 178433288HCID 178433288, compound

Product 1

HCID 178433292HCID 178433292, compoundYield 31.1%

Procedure

A mixture of 4-methyl-5-((2-aminoethyl)thiomethyl)imidazole (4.0 g.) and 3-methylthio-5,6-dihydro-1,2,4-thiadiazine-1,1-dioxide (4.2 g.) was heated in an oil bath at 140° for 4 hours. The product was chromatographed on a column of silica gel with ethyl acetate-ethanol (3:2) as eluant and finally recrystallised from ethanol-ether to give 3-[2-((4-methyl-5-imidazolyl)methylthio)ethylamino]-5,6-dihydro-1,2,4-thiadiazine-1,1-dioxide (2.2 g.) m.p. 146°-147°.

Workup

  1. temperaturewas heated in an oil bath at 140° for 4 hours
  2. customThe product was chromatographed on a column of silica gel with ethyl acetate-ethanol (3:2) as eluant
  3. customfinally recrystallised from ethanol-ether

Sources & evidence

ORD record
ord-df9885d0585b44329ba9ff2811f45f48
Source dataset
uspto-grants-1986_07
Patent number
US04600720

Reaction notes

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