Piperazine → Pyrimido(5,4-d)pyrimidin-4-amine, N-methyl-N-(phenylmethyl)-6-(1-piperazinyl)-8-(4-thiomorpholinyl)-, S-oxide

HRID 2308664Notes

Reaction equation

HRID 2308664 reaction equation
[CH2:1]([N:8]([CH3:27])[C:9]1[C:14]2[N:15]=[C:16](Cl)[N:17]=[C:18]([N:19]3[CH2:24][CH2:23][S:22](=[O:25])[CH2:21][CH2:20]3)[C:13]=2[N:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>O1CCOCC1>[CH2:1]([N:8]([CH3:27])[C:9]1[C:14]2[N:15]=[C:16]([N:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[N:17]=[C:18]([N:19]3[CH2:24][CH2:23][S:22](=[O:25])[CH2:21][CH2:20]3)[C:13]=2[N:12]=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 128169948-(N-Benzyl-methylamino)-2-chloro-4-(1-oxido-thiomorpholino)pyrimido[5,4-d]pyrimidine

Product 1

HCID 3061030Pyrimido(5,4-d)pyrimidin-4-amine, N-methyl-N-(phenylmethyl)-6-(1-piperazinyl)-8-(4-thiomorpholinyl)-, S-oxide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

8.1 gm (0.002 mol) of 8-(N-benzyl-methylamino)-2-chloro-4-(1-oxido-thiomorpholino)-pyrimido-[5,4-d]-pyrimidine (m.p.: 158°-160° C.) were refluxed for 30 minutes with 6.9 gm (0.08 mol) of anhydrous piperazine in 150 ml of dioxane. The solvent was then distilled off, and the residue was taken up in about 600 ml of water. After standing for a short time, the reaction product was suction-filtered off, washed with water and dried at about 60° C.

Workup

  1. distillationThe solvent was then distilled off
  2. filtrationthe reaction product was suction-filtered off
  3. washwashed with water
  4. customdried at about 60° C.

Sources & evidence

ORD record
ord-2c24045665464a86948b548aacca98aa
Source dataset
uspto-grants-1987_09
Patent number
US04690923

Reaction notes

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