Dimethyl Sulfoxide → HCID 13799476, compound

HRID 1906246Notes

Reaction equation

HRID 1906246 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]#[N:9])[CH:5]=[C:4](Cl)[N:3]=1.CS(C)=O.O.[NH2:16][NH2:17]>O>[Cl:1][C:2]1[N:3]=[C:4]([NH:16][NH2:17])[CH:5]=[C:6]([C:8]#[N:9])[CH:7]=1

Participants

5

Reactant 3

HCID 679Dimethyl SulfoxideHCID 24654Hydrazine hydrate (1:1)HCID 7359062,6-Dichloroisonicotinonitrile

Product 1

HCID 13799476HCID 13799476, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 30.6 g of 2,6-dichloropyridine-4-carbonitrile and 100 ml of dimethylsulfoxide was cooled to 0° C. in an ice bath and 26 g of hydrazine hydrate was added dropwise at a rate such that the temperature remained below 30° C. A heavy yellow precipitate formed and, after 2 hours, the reaction mixture was poured into 200 ml of water. The yellow solid was collected by filtration and dried to give 6-chloro-2-hydrazinopyridine-4-carbonitrile melting at about 208°-210° C.

Workup

  1. customremained below 30° C
  2. customA heavy yellow precipitate formed and, after 2 hours
  3. filtrationThe yellow solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-f9290c4827324fbebf6a9be1f54af368
Source dataset
uspto-grants-1987_03
Patent number
US04650872

Reaction notes

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