1-Methylpiperazine → HCID 13307200, compound

HRID 1903305Notes

Reaction equation

HRID 1903305 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[C:5]2[S:11][CH2:10][CH2:9][CH2:8][C:6]=2[N:7]=1.[CH3:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[CH3:18][N:19]1[CH2:24][CH2:23][N:22]([C:2]2[N:3]=[C:4]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[C:5]3[S:11][CH2:10][CH2:9][CH2:8][C:6]=3[N:7]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 13307216HCID 13307216, compound

Product 1

HCID 13307200HCID 13307200, compoundYield 69%

Procedure

A mixture of 6.5 g of 2-chloro-4-morpholino-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine and 15 ml of N-methylpiperazine was heated at a bath temperature of 70° to 80° C. for 3 hours. After cooling, the reaction solution was extracted with chloroform, and the extract was washed with water and dried. The solvent was distilled off and the resulting crystals were recrystallized from a mixture of dichloromethane-n-hexane to obtain 5.5 g (69% yield) of 2-(N-methylpiperazino)-4-morpholino-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine as colorless needles having a melting point of 100° C.

Workup

  1. temperaturewas heated at a bath temperature of 70° to 80° C. for 3 hours
  2. temperatureAfter cooling
  3. extractionthe reaction solution was extracted with chloroform
  4. washthe extract was washed with water
  5. customdried
  6. distillationThe solvent was distilled off
  7. customthe resulting crystals were recrystallized from a mixture of dichloromethane-n-hexane

Sources & evidence

ORD record
ord-69a063c1cdd94ef8b487d3d759094f81
Source dataset
uspto-grants-1984_03
Patent number
US04435566

Reaction notes

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