Hydrochloric Acid → 5-(7-Allyl-8-hydroxy-5-quinolylmethyl)-2,4-diaminopyrimidine

HRID 34449

반응식

HRID 34449 반응식
[CH2:1]([C:4]1[C:13]([OH:14])=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[CH:6][CH:5]=1)[CH:2]=[CH2:3].[NH2:15][C:16]1[N:21]=[C:20]([NH2:22])[C:19]([CH2:23]O)=[CH:18][N:17]=1.Cl>C(O)(=O)C>[CH2:1]([C:4]1[C:13]([OH:14])=[C:12]2[C:7]([CH:8]=[CH:9][CH:10]=[N:11]2)=[C:6]([CH2:23][C:19]2[C:20]([NH2:22])=[N:21][C:16]([NH2:15])=[N:17][CH:18]=2)[CH:5]=1)[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 2958782,4-Diamino-5-pyrimidinemethanolHCID 36549187-Prop-2-enylquinolin-8-ol

생성물 1

HCID 128497765-(7-Allyl-8-hydroxy-5-quinolylmethyl)-2,4-diaminopyrimidine수율 28.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

7-Allyl-8-hydroxyquinoline [H. Fiedler, Arch. Pharm., 297, 108 (1964)] (33.0 g, 0.227 mol), 2,4-diamino-5-hydroxymethylpyrimidine (32.7 g, 0.227 mole), glacial acetic acid (300 mL) and concentrated HCl (31.5 mL) were refluxed for 5 hr. The resulting precipitate was filtered off and then slurried with H2O (250 mL) and sufficient NH4OH to give a pH of 8. The dissolved solid was filtered off, washed with H2O and dried to give the title compound as yellow powder (19.7 g, 28%), mp 229°-231° dec., structure confirmed by NMR. Anal. Calcd for C17H17N5O: C, 66.43; H, 5.58; N, 22.79. Found: C, 66.41; H, 5.59; N, 22.78. Additional product (5.0 g, 7%) was obtained by evaporation of filtrates and chromatography to separate unreacted starting materials.

후처리

  1. filtrationThe resulting precipitate was filtered off
  2. customto give a pH of 8
  3. filtrationThe dissolved solid was filtered off
  4. washwashed with H2O
  5. customdried

출처 및 근거

ORD 기록
ord-b18a1b78d57a411688ac5bdeed3d87c2
출처 데이터셋
uspto-grants-1988_08
특허 번호
US04761475

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