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Hydrochloric Acid → 7-Benzylguanine Dihydrochloride

HRID 1586257
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HRID 1586257 반응식
C([C@]1(CO)O[C@@](C(=O)C)([N:9]2[C:19]3[N:18]=[C:16]([NH2:17])[NH:15][C:13](=[O:14])[C:12]=3[N:11]=[CH:10]2)[C@](C(=O)C)(O)[C@]1(C(=O)C)O)(=O)C.[CH2:33](Br)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[ClH:41]>C(#N)C>[ClH:41].[ClH:41].[CH2:33]([N:11]1[C:12]2[C:13](=[O:14])[NH:15][C:16]([NH2:17])=[N:18][C:19]=2[N:9]=[CH:10]1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 7498Benzyl BromideHCID 137231697Tetraacetylguanosine

생성물 1

HCID 1358103037-Benzylguanine Dihydrochloride수율 57.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

Tetraacetylguanosine (0.904 g, 2.00 mmols) was dissolved in 2 ml of acetonitrile, and 0.59 ml (2.48 equivalents) of benzyl bromide were added thereto. The reaction was conducted at 50° C. for 17 hours. After it was identified through HPLC that the starting material disappeared, 5 ml (29.6 equivalents) of conc. hydrochloric acid were added to the reaction solution, and the mixture was stirred at 50° C. for 3 hours. Then, the reaction solution turned black, and the gray solid was precipitated. The temperature was returned to room temperature, and 5 ml of methanol were added to the solid. The slurry was stirred for 20 minutes, and then filtered. The crystals were washed with 10 ml of methanol, and dried at 50° C. under reduced pressure to give 0.690 g of gray crystals in a yield of 57.4%.

후처리

  1. customthe gray solid was precipitated
  2. customwas returned to room temperature
  3. addition5 ml of methanol were added to the solid
  4. stirringThe slurry was stirred for 20 minutes
  5. filtrationfiltered
  6. washThe crystals were washed with 10 ml of methanol
  7. customdried at 50° C. under reduced pressure

출처 및 근거

ORD 기록
ord-e9d4a2f33b3440e092b488bb29a08643
출처 데이터셋
uspto-grants-1999_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05942617

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