Water → HCID 21406283, compound

HRID 972190Notes

Reaction equation

HRID 972190 reaction equation
[SH:1][C:2](=[C:4]([C:7]#[N:8])[C:5]#[N:6])[SH:3].[Na].[Na].Cl[C:12]1[C:17](Cl)=[N:16][C:15]([C:19]#[N:20])=[C:14]([C:21]#[N:22])[N:13]=1.O>CN(C)C=O>[C:5]([C:4]([C:7]#[N:8])=[C:2]1[S:3][C:12]2=[N:13][C:14]([C:21]#[N:22])=[C:15]([C:19]#[N:20])[N:16]=[C:17]2[S:1]1)#[N:6]

Participants

5

Reactant 3

HCID 962WaterHCID 6078205,6-Dichloro-2,3-dicyanopyrazineHCID 86735117Disodium dimercaptomethylenemalononitrile

Product 1

HCID 21406283HCID 21406283, compoundYield 37.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
40 °C

Procedure

To a stirred solution of 9.3 g (0.05 mol) of disodium dimercaptomethylenemalononitrile in 100 ml of dimethylformamide was gradually added 10 g (0.05 mol) of 2,3-dichloro-5,6-dicyanopyrazine in 70 ml of dimethylformamide. The reaction mixture was stirred at 40° C for 8 hours and poured into 700 ml of water. The resulting solid was collected by suction filtration, washed with water, and dried. The crude product was dissolved in acetone-CHCl3, decolorized with charcoal and dried over MgSO4. Recrystallization from CHCl3 yields 5.0 g (37%) of yellow crystals. M.p. ~280° C (dec.). νCN (cm31 1): 2220.

Workup

  1. filtrationThe resulting solid was collected by suction filtration
  2. washwashed with water
  3. customdried
  4. dissolutionThe crude product was dissolved in acetone-CHCl3
  5. dry with materialdried over MgSO4
  6. customRecrystallization from CHCl3

Sources & evidence

ORD record
ord-87b82607e6fe4b7f9d5303475e3f4193
Source dataset
uspto-grants-1977_10
Patent number
US04052394

Reaction notes

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