Benzenesulfonamide → HCID 178512645, compound

HRID 894311Notes

Reaction equation

HRID 894311 reaction equation
[C:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:11]([C:15]1[S:16][CH:17]=[C:18]([CH2:20]SCCC(=N)OC)[N:19]=1)[C:12]([NH2:14])=[NH:13]>CO>[C:1]1([S:7]([NH:10][C:1](=[S:7])[CH2:2][CH2:3][CH2:20][C:18]2[N:19]=[C:15]([NH:11][C:12]([NH2:14])=[NH:13])[S:16][CH:17]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7370BenzenesulfonamideHCID 12881442Methyl 3-[({2-[(diaminomethylidene)amino]-1,3-thiazol-4-yl}methyl)sulfanyl]propanimidate

Product 1

HCID 178512645HCID 178512645, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 8 ml of methanol were dissolved 800 ml of methyl 3-[(2-guanidinothiazol-4-yl)methylthio]propionimidate and 590 mg of benzenesulfonamide and after causing reaction for 24 hours at room temperature, the solvent was distilled off under reduced pressure. The residue formed was purified by a silica gel column chromatography using a mixture of chloroform and methanol (20:1→10:1) to provide 855 mg of amorphous N-benzenesulfonyl-3-(2-guanidinothiazol-4-yl)methylthio propionamide. The product shows the following physicochemical properties:

Workup

  1. customreaction for 24 hours at room temperature
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residue formed
  4. customwas purified by a silica gel column chromatography
  5. additiona mixture of chloroform and methanol (20:1→10:1)

Sources & evidence

ORD record
ord-53421e915c064e87997cb443a39f3475
Source dataset
uspto-grants-1981_08
Patent number
US04283408

Reaction notes

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