Hydrazine hydrate (1:1) → HCID 86597181, compound

HRID 130347Notes

Reaction equation

HRID 130347 reaction equation
O.[NH2:2][NH2:3].[N-:4]=[C:5]=[S:6].[Cl:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=1[Cl:14]>C(O)C>[Cl:7][C:8]1[CH:9]=[C:10]([NH:2][NH:3][NH:4][CH:5]=[S:6])[CH:11]=[CH:12][C:13]=1[Cl:14]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178478035HCID 178478035, compound

Product 1

HCID 86597181HCID 86597181, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

The hydrazine hydrate (7.12 mL; 147 mmol) is dissolved in 220 mL of ethanol. This solution is stirred at 0° C. and 3,4-dichlorobenzenisothiocyanate (20.00 g; 98 mmol) is added dropwise, and the reaction mixture is warmed to RT and stirred for two hours. After being cooled to 0° C., the mixture is filtered and the solid washed by cold ethanol (40 mL). The solid is crystallized from ethanol to yield ([(3,4-dichlorophenyl)-amino]hydrazinomethane-1-thione) (12.702 g; 55%) as a white solid.

Workup

  1. temperaturethe reaction mixture is warmed to RT
  2. stirringstirred for two hours
  3. temperatureAfter being cooled to 0° C.
  4. filtrationthe mixture is filtered
  5. washthe solid washed by cold ethanol (40 mL)
  6. customThe solid is crystallized from ethanol

Sources & evidence

ORD record
ord-cbfd01be894d4436a652f120f8606eb6
Source dataset
uspto-grants-2008_06
Patent number
US07381736B2

Reaction notes

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