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Hydrochloric Acid → 2-(1H-Imidazol-2-yl)-pyrimidine hydrochloride

HRID 1594066
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HRID 1594066 반응식
[C:1]([C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]=1)#[N:2].CO[CH:11](OC)[CH2:12][NH2:13].[ClH:16]>CO>[ClH:16].[NH:2]1[CH:11]=[CH:12][N:13]=[C:1]1[C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 89728Aminoacetaldehyde dimethyl acetalHCID 27579792-Cyanopyrimidine

생성물 1

HCID 222603902-(1H-Imidazol-2-yl)-pyrimidine hydrochloride

시약·촉매·용매 1

HCID 887Methanol용매

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온도
100 °C

실험 절차

A mixture of 2-Cyanopyrimidine (8.0 g, 76 mmol, prepared according to Liebigs Ann. Chem. 2, 1981, 333-341) and Aminoacetaldehyde dimethyl acetal (8 g, 76 mmol) is heated at 100° C. for 4 hours, cooled, and 100 mL of MeOH and 5 mL of concentrated HCl are added. The mixture is heated at reflux with stirring for 30 hours, cooled and evaporated to dryness in vacuo. 50 mL of i-PrOH is added to the residue and the mixture is heated at reflux with stirring for 30 minutes and cooled. The crystals are collected by filtration, washed with ether, and dried to give the title compound. 1H NMR (DMSO): δ 9.08 (d, 2H), 7.87 (s, 2H), 7.75 (t, 1H). LRMS calcd 146, found 147 (MH+).

후처리

  1. temperaturecooled
  2. temperatureThe mixture is heated
  3. temperatureat reflux
  4. temperaturecooled
  5. customevaporated to dryness in vacuo
  6. addition50 mL of i-PrOH is added to the residue
  7. temperaturethe mixture is heated
  8. temperatureat reflux
  9. stirringwith stirring for 30 minutes
  10. temperaturecooled
  11. filtrationThe crystals are collected by filtration
  12. washwashed with ether
  13. customdried

출처 및 근거

ORD 기록
ord-4644f37780674bce99f1c01e3ea83ed9
출처 데이터셋
uspto-grants-2007_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07300945B2

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