Malononitrile → HCID 21553904, compound

HRID 267738Notes

Reaction equation

HRID 267738 reaction equation
[Cl-].[NH2:2][C:3]1[CH:8]=[C:7]([NH:9][CH3:10])[C:6]([C:11]#[N:12])=[C:5]([Cl:13])[N+:4]=1[CH3:14].[C:15](#[N:19])[CH2:16][C:17]#[N:18].C(N(CC)CC)C>O>[Cl-:13].[NH2:2][C:3]1[CH:8]=[C:7]([NH:9][CH3:10])[C:6]([C:11]#[N:12])=[C:5]([CH:16]([C:15]#[N:19])[C:17]#[N:18])[N+:4]=1[CH3:14]

Participants

5

Reactant 3

HCID 8010MalononitrileHCID 8471TriethylamineHCID 12296736HCID 12296736, compound

Product 1

HCID 21553904HCID 21553904, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.3 gms (.01 mole) of 2-amino-6-chloro-5-cyano-1-methyl-4-methylamino pyridinium chloride (compound 1 - Table 1) was dissolved in water and 0.66 gms (.01 mole) of malononitrile and 2.0 gms (.02 mole) of triethylamine added. After a few minutes 1.7 gms (75% yield of 2-amino-5-cyano-1-methyl-4-methylamino-6-dicyanomethyl pyridinium chloride (compound 83 - Table 6) (MPt>240°C) crystallised out.

Sources & evidence

ORD record
ord-023a576fe92c46498a5e507bfa0a2d59
Source dataset
uspto-grants-1976_03
Patent number
US03944557

Reaction notes

Loading…