Hydrochloric Acid → HCID 13307165, compound

HRID 1903302Notes

Reaction equation

HRID 1903302 reaction equation
[CH3:1][NH:2][C:3]1[N:4]=[C:5]([N:13]2[CH2:18][CH2:17][N:16](C=O)[CH2:15][CH2:14]2)[C:6]2[S:12][CH2:11][CH2:10][CH2:9][C:7]=2[N:8]=1.[CH2:21]([OH:23])[CH3:22].Cl.[C:25](=[O:28])([O-])[O-:26].[K+].[K+].[OH2:31]>>[C:25]([OH:26])(=[O:28])/[CH:1]=[CH:22]\[C:21]([OH:23])=[O:31].[C:25]([OH:26])(=[O:28])/[CH:9]=[CH:10]\[C:11]([OH:23])=[O:31].[CH3:1][NH:2][C:3]1[N:4]=[C:5]([N:13]2[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]2)[C:6]2[S:12][CH2:11][CH2:10][CH2:9][C:7]=2[N:8]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 962WaterHCID 11430Potassium CarbonateHCID 13307163HCID 13307163, compound

Product 1

HCID 13307165HCID 13307165, compound

Procedure

2.5 g of 2-methylamino-4-(N-formylpiperazino)-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine obtained in Example 4, 50 ml of ethanol and 4 ml of concentrated hydrochloric acid were heated on a water bath for 2 hours. After cooling, water was added thereto, and the mixture was rendered alkaline with potassium carbonate and extracted with chloroform. The chloroform layer was washed with water and dried over magnesium sulfate. The solvent was distilled off and the residue was converted into the corresponding maleate in 50 ml of ethanol. The maleate was recrystallized from methanol-isopropyl alcohol to obtain 2.5 g of 2-methylamino-4-piperazino-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine dimaleate as colorless needles having a melting point of 162°-165° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with chloroform
  3. washThe chloroform layer was washed with water
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customThe maleate was recrystallized from methanol-isopropyl alcohol

Sources & evidence

ORD record
ord-e26d99d534604a31a9e41a147c85bd31
Source dataset
uspto-grants-1984_03
Patent number
US04435566

Reaction notes

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