HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Hydrochloric Acid → 2-amino-4-piperazino-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine

HRID 1903299
Notes
Print preview

Reaction equation

HRID 1903299 reaction equation
[NH2:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[S:11][CH2:10][CH2:9][CH2:8][C:6]=2[N:7]=1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.Cl>C1C=CC=CC=1.CO>[NH2:1][C:2]1[N:3]=[C:4]([N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:5]2[S:11][CH2:10][CH2:9][CH2:8][C:6]=2[N:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric Acid2×HCID 4837PiperazineHCID 133071552-amino-4-chloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine

Product 1

HCID 100835282-amino-4-piperazino-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidineYield 80.2%

Reagents, catalysts & solvents 2

HCID 241BenzeneSolvent
HCID 887
Methanol
Solvent

Procedure

11 g of 2-amino-4-chloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine was dissolved in 150 ml of benzene and 30 g of anhydrous piperazine was added thereto while hot. After heating for 3 hours, the mixture was concentrated under reduced pressure and water was added thereto. The mixture was rendered alkaline with potassium carbonate and extracted with chloroform. The organic layer was dried over magnesium sulfate and the solvent was distilled off to obtain crystals. The resulting crystals were converted into the corresponding hydrochloride in methanol and, after treatment with activated carbon, the hydrochloride was again converted into a free base form. The free base was recrystallized from a mixture of chloroform and diethyl ether to obtain 11 g of 2-amino-4-piperazino-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine as colorless needles having a melting point of 176°-178° C.

Workup

  1. temperatureAfter heating for 3 hours
  2. concentrationthe mixture was concentrated under reduced pressure and water
  3. additionwas added
  4. extractionextracted with chloroform
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customto obtain crystals
  8. customThe free base was recrystallized from a mixture of chloroform and diethyl ether

Sources & evidence

ORD record
ord-95af398cc8ad4df9ad06f88b23897e66
Source dataset
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04435566

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes