Methanesulfonamide → HCID 178505163, compound

HRID 894310Notes

Reaction equation

HRID 894310 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][C:14](=[NH:17])OC)[N:9]=1)[C:2]([NH2:4])=[NH:3].[CH3:18][S:19]([NH2:22])(=[O:21])=[O:20]>CO>[CH3:18][S:19]([NH:22][C:14](=[NH:17])[CH2:13][CH2:12][S:11][CH2:10][C:8]1[N:9]=[C:5]([NH:1][C:2]([NH2:4])=[NH:3])[S:6][CH:7]=1)(=[O:21])=[O:20]

Participants

4

Reactant 2

HCID 72879MethanesulfonamideHCID 12881442Methyl 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]propanimidate

Product 1

HCID 178505163HCID 178505163, compoundYield 92.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 10.2 ml of methanol were dissolved 1.27 g of methyl 3-[(2-guanidinothiazol-4-yl)methylthio]propionimidate and 0.86 g of methanesulfonamide and after reacting for 48 hours at room temperature, the solvent was distilled off under reduced pressure. Then, the residue formed was purified by a silica gel column chromatography using a mixture of chloroform and methanol (20:1→10:1) to provide 1.44 g amorphous N-methanesulfonyl-3-[(2-guanidinothiazol-4-yl)-methylthio]propionamidine. The product shows the following physicochemical properties:

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customThen, the residue formed
  3. customwas purified by a silica gel column chromatography
  4. additiona mixture of chloroform and methanol (20:1→10:1)

Sources & evidence

ORD record
ord-346f90de3eff4283acb88e9e7f6c2cd3
Source dataset
uspto-grants-1981_08
Patent number
US04283408

Reaction notes

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