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

HRID 1988722
ノート
印刷プレビュー

反応式

HRID 1988722 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 89728Aminoacetaldehyde dimethyl acetalHCID 27579792-Cyanopyrimidine

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
100 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-78119883d3024a4f97444a290945f72b
出典データセット
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07642267B2

反応ノート

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