Water → HCID 178519017, compound

HRID 1834190Notes

Reaction equation

HRID 1834190 reaction equation
[C:1]([N:3]=[C:4]([S-:6])[S-:5])#[N:2].[K+].[K+].[OH2:9].[CH2:10](Cl)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>CO>[OH:9][C:1]1[N:3]=[C:4]([S:6][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[S:5][N:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7503Benzyl ChlorideHCID 83179Carbamodithioic acid, cyano-, dipotassium salt

Product 1

HCID 178519017HCID 178519017, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 194.4 of dipotassium N-cyano-dithioimidocarbonate, 150 ml of water, 1 liter of methanol and 126.7 g of benzyl chloride was stirred at room temperature for 1 hour and after filtering, methanol was evaporated from the filtrate 2.5 liters of water were added again to the residue and then 110 ml of 30% hydrogen peroxide were slowly added. The mixture was stirred for one half hour at 40° C and then 15 hours at 20° C. The mixture was acidified with hydrochloric acid and was vacuum filtered. The precipitate was crystallized from toluene to obtain 80 g of 3-hydroxy-5-benzylthio-1,2,4-thiadiazole melting at 125° C.

Workup

  1. filtrationafter filtering
  2. custommethanol was evaporated from the filtrate 2.5 liters of water
  3. additionwere added again to the residue
  4. addition110 ml of 30% hydrogen peroxide were slowly added
  5. stirringThe mixture was stirred for one half hour at 40° C
  6. custom15 hours
  7. customat 20° C
  8. filtrationfiltered
  9. customThe precipitate was crystallized from toluene

Sources & evidence

ORD record
ord-afcb21ba4aed4286b842ceab9717180f
Source dataset
uspto-grants-1978_01
Patent number
US04069319

Reaction notes

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