Methanol → HCID 86743075, compound

HRID 1762854Notes

Reaction equation

HRID 1762854 reaction equation
[S:1]1[CH:5]=[N:4][N:3]=[C:2]1[NH:6][C:7]([NH:9][C:10](=[O:14])[O:11][CH2:12][CH3:13])=[S:8].[CH3:15]I.CO>[OH-].[Na+]>[CH3:15][S:8][CH:7]([NH:9][C:10](=[O:14])[O:11][CH2:12][CH3:13])[NH:6][C:2]1[S:1][CH:5]=[N:4][N:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 6328Methyl iodideHCID 1504157Ethyl [(1,3,4-thiadiazol-2-ylamino)thioxomethyl]carbamate

Product 1

HCID 86743075HCID 86743075, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 6.96 g (30 mM) of [(1,3,4-thiadiazol-2-ylamino)thioxomethyl]carbamic acid, ethyl ester (prepared as described in Preparation 1) in 45 ml of 1N sodium hydroxide containing 9.0 g (4 ml) of methyl iodide and 15 ml of methanol was heated at 40° C. for ten minutes. The reaction mixture was cooled to 5' C. and filtered. The filter cake was washed with water and air dried to provide 4.72 g of [(methylthio)(1,3,4-thiadiazol-2-ylamino)methyl]carbamic acid, ethyl ester.

Workup

  1. temperatureThe reaction mixture was cooled to 5' C
  2. filtrationand filtered
  3. washThe filter cake was washed with water and air
  4. customdried

Sources & evidence

ORD record
ord-a6acb8387ee0431bad35044b36959eac
Source dataset
uspto-grants-1989_05
Patent number
US04835168

Reaction notes

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