Hydrochloric Acid → 5-[3-(2-Dimethylaminoethyl)ureido]-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine hydrochloride

HRID 255715노트

반응식

HRID 255715 반응식
[CH3:1][C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)[C:3]=1C(O)=O.[CH3:26][N:27]([CH3:31])[CH2:28][CH2:29][NH2:30].[C:32](=[O:35])([O-])O.[Na+].[ClH:37].C([N:40](CC)CC)C>C1C=CC=CC=1.C(OC(C)C)(C)C.C(OCC)C>[ClH:37].[CH3:26][N:27]([CH3:31])[CH2:28][CH2:29][NH:30][C:32](=[O:35])[NH:40][C:3]1[C:4]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-:22])=[O:21])[CH:15]=2)=[N:5][C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:7][C:2]=1[CH3:1]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 66053N,N-DimethylethylenediamineHCID 516892Sodium BicarbonateHCID 151474876-Methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid

생성물 1

HCID 201834165-[3-(2-Dimethylaminoethyl)ureido]-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine hydrochloride

시약·촉매·용매 3

HCID 241Benzene용매HCID 3283Diethyl Ether용매HCID 7914Diisopropyl Ether용매

실험 절차

The mixture of 6-methyl-4-(3-nitrophenyl)-2-phenyl-5-pyrimidinecarboxylic acid (5 g), triethylamine (1.5 g) and diphenylphosphoyrylazide (4.1 g) in benzene was refluxed for 2 hours and 2-dimethylaminoethylamine (1.6 g) was added. After continuing the reflux for 2 hours, the reaction mixture was poured into a mixture of Diethylether (100 ml) and saturated sodium hydrogen carbonate (50 ml). The separated organic layer was dried over magnesium sulfate and evaporated in vacuo. The residual substance was column-chromatographed on alumina. The eluted active fraction with chloroform was concentrated in vacuo and added 0.1 mole hydrochloric acid in isopropyl ether. The resulted crystalline was collected and washed with diethyl ether, dried to give 5-[3-(2-dimethylaminoethyl)ureido]-6-methyl-4-(3-nitrophenyl)-2-phenylpyrimidine hydrochloride (0.98 g).

후처리

  1. temperaturewas refluxed for 2 hours
  2. temperaturereflux for 2 hours
  3. dry with materialThe separated organic layer was dried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residual substance was column-chromatographed on alumina
  6. concentrationThe eluted active fraction with chloroform was concentrated in vacuo
  7. customThe resulted crystalline was collected
  8. washwashed with diethyl ether
  9. customdried

출처 및 근거

ORD 기록
ord-6b0e1ccca75c46cca444d38a897ce0c6
출처 데이터셋
uspto-grants-1987_10
특허 번호
US04698340

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