1,3-Dichloro-2-isocyanatobenzene → N-(2,6-Dichlorophenyl)-4-(pyrazin-2-yl)piperazine-1-carboxamide

HRID 1904057Notes

Reaction equation

HRID 1904057 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]=[O:11].[N:12]1[CH:17]=[CH:16][N:15]=[CH:14][C:13]=1[N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>CCOCC>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]([N:21]1[CH2:22][CH2:23][N:18]([C:13]2[CH:14]=[N:15][CH:16]=[CH:17][N:12]=2)[CH2:19][CH2:20]1)=[O:11]

Participants

4

Reactant 2

HCID 6045371,3-Dichloro-2-isocyanatobenzeneHCID 27346391-Piperazinylpyrazine

Product 1

HCID 13298546N-(2,6-Dichlorophenyl)-4-(pyrazin-2-yl)piperazine-1-carboxamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 1.88 g. of 2,6-dichlorophenylisocyanate in 25 ml. of anhydrous ether was added dropwise to a stirred solution of 1.64 g. of 1-(2-pyrazinyl)piperazine in 250 ml. of anhydrous ether. The mixture was stirred for 30 minutes and the solid was collected and recrystallized from ethanol, giving 3.12 g. of the desired product, m.p. 177°-179° C.

Workup

  1. customthe solid was collected
  2. customrecrystallized from ethanol
  3. customgiving 3.12 g

Sources & evidence

ORD record
ord-387d87fc2b2c439bb66dbbd8b8090842
Source dataset
uspto-grants-1984_03
Patent number
US04439606

Reaction notes

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