1,4-Dioxane → HCID 53786405, compound

HRID 1283462Notes

Reaction equation

HRID 1283462 reaction equation
[S:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]([Cl:13])[N:10]=[C:9](Cl)[N:8]=2)[CH2:3][CH2:2]1.C([N:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1)=O.[O:23]1CCOC[CH2:24]1>>[CH:24]([CH:19]1[CH2:18][NH:17][CH2:22][CH2:21][N:20]1[C:9]1[N:8]=[C:7]([N:4]2[CH2:5][CH2:6][S:1][CH2:2][CH2:3]2)[CH:12]=[C:11]([Cl:13])[N:10]=1)=[O:23]

Participants

4

Reactant 3

HCID 312751,4-Dioxane2×HCID 821911-PiperazinecarboxaldehydeHCID 215178794-(2,6-Dichloro-4-pyrimidinyl)thiomorpholine

Product 1

HCID 53786405HCID 53786405, compound

Procedure

125.1 gm of 4thiomorpholino-2,6-dichloro-pyrimidine (m.p. 118.5°-121.5°C) were dissolved in 1.2 liters of dioxane, a solution of 125.6 gm of N-formyl-piperazine in 0.1 liter of dioxane was added, and the mixture was refluxed for 2.5 hours. The precipitated N-formyl-piperazine hydrochloride was suction-filtered off, and the filtrate was diluted with 2 liters of water and cooled in the ice bath. The precipitated white crystals were washed with a small quantity of 50% dioxane and dried at 100°C. Yield: 146 gm (90% of theory); m.p. 195°-198°C (decomp.).

Workup

  1. temperaturethe mixture was refluxed for 2.5 hours
  2. filtrationThe precipitated N-formyl-piperazine hydrochloride was suction-filtered off
  3. additionthe filtrate was diluted with 2 liters of water
  4. temperaturecooled in the ice bath
  5. washThe precipitated white crystals were washed with a small quantity of 50% dioxane
  6. customdried at 100°C

Sources & evidence

ORD record
ord-49ab2323349e4efdabf28f46d0716fc4
Source dataset
uspto-grants-1976_08
Patent number
US03975384

Reaction notes

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