Piperazine → HCID 54169144, compound

HRID 1283460Notes

Reaction equation

HRID 1283460 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([CH3:10])[N:5]=[C:4]([N:11]2[CH2:16][CH2:15][S:14](=[O:17])[CH2:13][CH2:12]2)[N:3]=1.[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>O1CCOCC1>[C:8]([C:7]1[C:2]([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)=[N:3][C:4]([N:11]2[CH2:16][CH2:15][S:14](=[O:17])[CH2:13][CH2:12]2)=[N:5][C:6]=1[CH3:10])#[N:9]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 54185645HCID 54185645, compound

Product 1

HCID 54169144HCID 54169144, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2.7 gm (0.01 mol) of 4-chloro-5-cyano-6-methyl-2-(1-oxido-thiomorpholino)-pyrimidine (m.p. 251°-253°C, obtained from 5-cyano-2,4-dichloro-6-methyl-pyrimidine and thiomorpholine-1-oxide in acetone while cooling) were refluxed with a solution of 8.6 gm (0.1 mol) of piperazine in 80 ml of dioxane for about 30 minutes. The major part of the solvent was distilled off in vacuo, the residue was dissolved in about 80 ml of water, and a small quantity of 8 N sodium hydroxide was added, whereby the reaction product was first obtained as greasy, but soon solidifying precipitate. The product was suction-filtered off, washed with water and dried. Yield: 2.8 gm (87% of theory).

Workup

  1. distillationThe major part of the solvent was distilled off in vacuo
  2. dissolutionthe residue was dissolved in about 80 ml of water
  3. additiona small quantity of 8 N sodium hydroxide was added
  4. customwhereby the reaction product was first obtained as greasy, but
  5. filtrationThe product was suction-filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-627a58757b8b43599090229d6b394937
Source dataset
uspto-grants-1976_08
Patent number
US03975384

Reaction notes

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