Propylamine → 2,3-Pyrazinedicarbonitrile, 5-(3-chlorophenyl)-6-(propylamino)-

HRID 128393Notes

Reaction equation

HRID 128393 reaction equation
[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6](Cl)=[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[N:4]=1)#[N:2].[CH2:19]([NH2:22])[CH2:20][CH3:21].[OH-].[Na+]>>[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][C:6]([NH:22][CH2:19][CH2:20][CH3:21])=[C:5]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[CH:13]=2)[N:4]=1)#[N:2]

Participants

4

Reactant 3

HCID 7852PropylamineHCID 14798Sodium HydroxideHCID 12907207HCID 12907207, compound

Product 1

HCID 1562492,3-Pyrazinedicarbonitrile, 5-(3-chlorophenyl)-6-(propylamino)-Yield 78.4%

Procedure

2,3-Dicyano-5-chloro-6-(m-chlorophenyl)pyrazine (1.0 g; 0.0036 mole), 0.24 g (0.004 mole) of n-propylamine and 40 ml of a 0.1 N aqueous solution of sodium hydroxide were worked up in the same way as in Example 17, and recrystallized from methanol to afford 0.84 g (yield 78%) of 2,3-dicyano-5-n-propylamino-6-(m-chlorophenyl)pyrazine.

Workup

  1. customrecrystallized from methanol

Sources & evidence

ORD record
ord-d1d0851073304cc899ce1f14b6645fd1
Source dataset
uspto-grants-1981_03
Patent number
US04259489

Reaction notes

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