Hydrogen Sulfide → HCID 178527919, compound

HRID 1583275Notes

Reaction equation

HRID 1583275 reaction equation
[NH:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[N:5][N:4]=1)[NH2:2].[C:13](=S)=[S:14].C(N(CC)CC)C.S>N1C=CC=CC=1>[N:1]1[N:2]=[C:13]([SH:14])[N:4]2[N:5]=[CH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:3]=12

Participants

6

Reactant 4

HCID 402Hydrogen SulfideHCID 3637HydralazineHCID 6348Carbon DisulfideHCID 8471Triethylamine

Product 1

HCID 178527919HCID 178527919, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

In pyridine, was dissolved 25 g of 1-hydrazinophthalazine. Thereto, 13 g of carbon disulfide was added dropwise at a temperature of 0° C. The stirring was continued for 30 minutes and then, the temperature of the reaction mixture was raised to 50° C., and the stirring was continued for additional 1 hour. Thereafter, the temperature was lowered to 0° C. again. Upon the addition of excess triethylamine to the resulting solution, hydrogen sulfide gas began to evolve. The temperature of the reaction system was raised and the refluxing was continued for 3 hours. Thereupon, the evolution of the gas ceased, and the reaction system was cooled. Upon cooling, crystals separated out. The crystals were filtered off, and recrystallized from ethanol. Yield 23 g, Melting Point 270°-280° C.

Workup

  1. waitthe stirring was continued for additional 1 hour
  2. customwas lowered to 0° C.
  3. temperatureThe temperature of the reaction system was raised
  4. waitthe refluxing was continued for 3 hours
  5. temperaturethe reaction system was cooled
  6. temperatureUpon cooling
  7. customcrystals separated out
  8. filtrationThe crystals were filtered off
  9. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-d8ce00b3161b4551942e4755cc12faa9
Source dataset
uspto-grants-1985_11
Patent number
US04551419

Reaction notes

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