Carbon Disulfide → HCID 178527929, compound

HRID 461847

Reaction equation

HRID 461847 reaction equation
[NH:1]([C:3]1[S:4][C:5]2[CH:11]=[CH:10][CH:9]=[CH:8][C:6]=2[N:7]=1)[NH2:2].[OH-].[K+].[C:14](=S)=[S:15]>C(O)C>[N:1]1[N:2]=[C:14]([SH:15])[N:7]2[C:6]3[CH:8]=[CH:9][CH:10]=[CH:11][C:5]=3[S:4][C:3]=12

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 119882-Benzothiazolinone, hydrazoneHCID 14797Potassium Hydroxide

Product 1

HCID 178527929HCID 178527929, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Hydrazinobenzothiazole (300 grams), potassium hydroxide (100 grams), and 225 milliliters of carbon disulfide were refluxed for 60 hours in 5500 milliliters of ethanol. A light yellow solid began precipitating out shortly after the beginning of reflux. The solid was collected by filtration and dissolved in water to which 1500 milliliters of 0.5N hydrochloric acid were added. The mixture thickened; the desired s-triazolo(3,4-b)benzothiazole-3-thiol product was collected by filtration, m.p., 242° C.

Workup

  1. customA light yellow solid began precipitating out shortly after the beginning
  2. temperatureof reflux
  3. filtrationThe solid was collected by filtration
  4. dissolutiondissolved in water to which 1500 milliliters of 0.5N hydrochloric acid
  5. additionwere added
  6. filtrationthe desired s-triazolo(3,4-b)benzothiazole-3-thiol product was collected by filtration, m.p., 242° C.

Sources & evidence

ORD record
ord-98c5a795e4cf409c8b4c26428f017b20
Source dataset
uspto-grants-1977_12
Patent number
US04064261

Linked notes

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