Methanol → HCID 178424416, compound

HRID 568359Notes

Reaction equation

HRID 568359 reaction equation
[NH2:1][N:2]=[CH:3][NH:4][C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][N:14]=[CH:15]OCC)[N:9]=1.[C:19]1(C)[CH:24]=[CH:23][C:22]([S:25]([NH2:28])(=[O:27])=[O:26])=[CH:21][CH:20]=1.[CH3:30]O>>[C:21]1([CH3:30])[C:22]([S:25]([NH:28][CH:15]=[N:14][CH2:13][CH2:12][S:11][CH2:10][C:8]2[N:9]=[C:5]([NH:4][CH:3]=[N:2][NH2:1])[S:6][CH:7]=2)(=[O:26])=[O:27])=[CH:23][CH:24]=[CH:19][CH:20]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 6269P-ToluenesulfonamideHCID 178468269HCID 178468269, compound

Product 1

HCID 178424416HCID 178424416, compound

Procedure

To the crude product composed by ethyl N-[2-[[[2-[(aminoimino-methyl)amino]-4-thiazolyl]methyl]thio]ethyl]formimidate, 5.6 g of p-toluensulfonamide in 50 ml of methanol are dropwise added under stirring and at room temperature. The mixture is kept under stirring for 1 hour at room temperature, the solvent is removed by distillation under reduced pressure, and the obtained residue is purified by 60-silicagel column chromatography. 9.8 g of N-toluen-sulphonyl-N'-[2-[[[2-[(aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]ethyl]formamidine are obtained, having the same physico-chemical properties as in Example 1.

Workup

  1. additionare dropwise added
  2. stirringunder stirring for 1 hour at room temperature
  3. customthe solvent is removed by distillation under reduced pressure
  4. customthe obtained residue is purified by 60-silicagel column chromatography

Sources & evidence

ORD record
ord-8425534834c742ff8d872018f2ccf748
Source dataset
uspto-grants-1988_03
Patent number
US04728655

Reaction notes

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