Methanol → 3-[2-(2-Cyano-3-methylguanidino)-ethylsulphinylmethyl]-5-guanidino-1,2,4-thiadiazole

HRID 1155778Notes

Reaction equation

HRID 1155778 reaction equation
[C:1]([N:3]=[C:4]([NH:19][CH3:20])[NH:5][CH2:6][CH2:7][S:8][CH2:9][C:10]1[N:14]=[C:13]([NH:15][C:16]([NH2:18])=[NH:17])[S:12][N:11]=1)#[N:2].I([O-])(=O)(=O)=[O:22].[Na+].CO>O>[C:1]([N:3]=[C:4]([NH:19][CH3:20])[NH:5][CH2:6][CH2:7][S:8]([CH2:9][C:10]1[N:14]=[C:13]([NH:15][C:16]([NH2:18])=[NH:17])[S:12][N:11]=1)=[O:22])#[N:2]

Participants

5

Reactant 3

HCID 887MethanolHCID 23667635Sodium periodateHCID 178485071HCID 178485071, compound

Product 1

HCID 1784850733-[2-(2-Cyano-3-methylguanidino)-ethylsulphinylmethyl]-5-guanidino-1,2,4-thiadiazole

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-[2-(2-cyano-3-methylguanidino)-ethylthiomethyl]-5-guanidino-1,2,4-thiadiazole (0.626 g.), sodium metaperiodate (0.428 g.), methanol (20 ml.) and water (70 ml.) was stirred overnight at room temperature. The reaction mixture was evaporated to dryness and the residue extracted with absolute ethanol (120 ml.). The extract was filtered and evaporated to dryness. The residue was crystallised from methanol (with charcoal treatment) to give 3-[2-(2-cyano-3-methylguanidino)-ethylsulphinylmethyl]-5-guanidino-1,2,4-thiadiazole as a white powder, m.p. 185°-186°.

Workup

  1. customThe reaction mixture was evaporated to dryness
  2. extractionthe residue extracted with absolute ethanol (120 ml.)
  3. filtrationThe extract was filtered
  4. customevaporated to dryness
  5. customThe residue was crystallised from methanol (with charcoal treatment)

Sources & evidence

ORD record
ord-9cbde29e005c45d49513d51444c12fed
Source dataset
uspto-grants-1982_06
Patent number
US04332949

Reaction notes

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