Malononitrile → HCID 178503262, compound

HRID 2304434Notes

Reaction equation

HRID 2304434 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][N:10]=[C:11]([C:14]#[N:15])[C:12]#[N:13])=[CH:5][CH:4]=1.CSC1C=CC(N)=CC=1.C(#N)CC#N.O.[NH2:31][NH2:32]>>[NH2:15][C:14]1[C:11](=[N:10][NH:9][C:6]2[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)[C:12]([NH2:13])=[N:32][N:31]=1

Participants

5

Reactant 4

HCID 8010MalononitrileHCID 24654Hydrazine hydrate (1:1)2×HCID 660384-(Methylthio)anilineHCID 21955034HCID 21955034, compound

Product 1

HCID 178503262HCID 178503262, compoundYield 77%

Procedure

This compound was prepared using 108 mg (0.5 mmol) of 2-[(4-methylsulfanylphenyl)-hydrazono]malononitrile, which was derived from 4-methylthioaniline (117 mg, 1.0 mmol) and malononitrile (1.5 mmol) as described in Example 8, and hydrazine hydrate. Precipitate formed in the reaction tube immediately after the addition of hydrazine hydrate. The resulting solid was isolated by filtration, washed with ethanol, and dried to yield 95 mg (77%) of the title compound as an orange solid.

Workup

  1. customThis compound was prepared
  2. customPrecipitate formed in the reaction tube
  3. customThe resulting solid was isolated by filtration
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-ca0a15b167e9429196dadbd6fed66197
Source dataset
uspto-grants-2002_08
Patent number
US06436915B1

Reaction notes

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