Water → 5,6-Dihydro-5-oxo-1,4-dithiino(2,3-d)-pyridazine-2,3-dicarbonitrile

HRID 26403Notes

Reaction equation

HRID 26403 reaction equation
[SH:1]/[C:2](/[C:7]#[N:8])=[C:3](\[SH:6])/[C:4]#[N:5].[Na].[Na].[OH2:11]>CN(C=O)C>[O:11]=[C:4]1[NH:5][N:8]=[CH:7][C:2]2[S:1][C:2]([C:7]#[N:8])=[C:3]([C:4]#[N:5])[S:6][C:3]1=2

Participants

4

Reactant 2

HCID 962WaterHCID 569246155466-54-6

Product 1

HCID 189912865,6-Dihydro-5-oxo-1,4-dithiino(2,3-d)-pyridazine-2,3-dicarbonitrileYield 43%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

To a stirred solution of 20 g (0.1 mole) disodiumdimercaptomaleonitrile in 250 ml of DMF was added 16.5 g (0.1 mole) of 4,5-dichloro-3-pyridiazone. The reaction mixture was stirred at room temperature (approximately 20° C.) for 0.25 hours and was thereafter poured with stirring into 1.5 liters of water. The resulting mixture was allowed to stand for four hours during which time a brown precipitate slowly formed. This precipitate was separated by filtration, washed with water, and dried in vacuo to yield 10.2 g (43% yield from the pyridiazone) of a brown solid, m.p. (decomposition) 240°-260° C.

Workup

  1. additionwas thereafter poured
  2. waitto stand for four hours during which time
  3. customa brown precipitate slowly formed
  4. customThis precipitate was separated by filtration
  5. washwashed with water
  6. customdried in vacuo
  7. customto yield 10.2 g (43% yield from the pyridiazone) of a brown solid, m.p. (decomposition) 240°-260° C.

Sources & evidence

ORD record
ord-004f8f7d166246c6b337059c1d1d927f
Source dataset
uspto-grants-1979_04
Patent number
US04150130

Reaction notes

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