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

HRID 1903299
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HRID 1903299 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric Acid2회HCID 4837PiperazineHCID 133071552-amino-4-chloro-7,8-dihydro-6H-thiopyrano[3,2-d]pyrimidine

생성물 1

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

시약·촉매·용매 2

HCID 241Benzene용매
HCID 887
Methanol
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-95af398cc8ad4df9ad06f88b23897e66
출처 데이터셋
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04435566

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