Reaktion #54296

Reaktionsgleichung

methyl guanidine sulfate

HNO3

sodium sulfate

2,6-dimethylphenyl-N-methylcarbamoyl chloride

sodium hydroxide

→

1-(2',6'-dimethylphenyl)-1-methyl-3-methylamidinourea nitrate

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONTo a suspension of 12.21 g
2. 2
   workup.STIRRINGthe mixture stirred an additional 1/2 hour
3. 3
   workup.ADDITIONTo the solution is added a solution of 9.88 g
4. 4
   workup.STIRRINGAfter stirring for 24 hours
5. 5
   Sonstigethe THF is removed in vacuo
6. 6
   Sonstigethe residue partitioned with chloroform/water
7. 7
   SonstigeThe oily residue is triturated with 300 ml
8. 8
   Sonstigebenzene to give a white solid
9. 9
   workup.DISSOLUTIONThis is dissolved in 50 ml
10. 10
    Temperaturcooled
11. 11
    FiltrationThe white solid which forms is filtered
12. 12
    Sonstigeair dried

Vorschrift

To a suspension of 12.21 g. (0.05 moles) of methyl guanidine sulfate in 110 ml. of tetrahydrofuran is added 8.0 g. (0.10 moles of sodium hydroxide) of 50% aqueous sodium hydroxide. After stirring for 11/2 hours, 4.5 g. of sodium sulfate is slowly added and the mixture stirred an additional 1/2 hour. To the solution is added a solution of 9.88 g. (0.05 moles) of 2,6-dimethylphenyl-N-methylcarbamoyl chloride in 30 ml. of tetrahydrofuran. After stirring for 24 hours, the THF is removed in vacuo and the residue partitioned with chloroform/water. The oily residue is triturated with 300 ml. of hexane and 20 ml. benzene to give a white solid. This is dissolved in 50 ml. of 1:4 HNO3 and warmed slightly over 1/2 hour, then cooled. The white solid which forms is filtered and air dried to obtain 1-(2',6'-dimethylphenyl)-1-methyl-3-methylamidinourea nitrate.

Quelle