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N-Methylaniline → HCID 13369410, 화합물

HRID 443393
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HRID 443393 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]([CH3:18])[CH2:14][CH2:15][CH:16](Br)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2].[CH3:19][NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]([CH3:18])[CH2:14][CH:15]=[C:16]([N:20]([CH3:19])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7515N-MethylanilineHCID 134472569-bromo-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester

생성물 1

HCID 13369410HCID 13369410, 화합물수율 25.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

10.0 g. (31.83 mmoles) of 9-bromo-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester are dissolved in 100 ml. anhydrous ethanol. 6.9 ml. (63.66 mmoles) of N-methylaniline are added to the solution, whereafter the reaction mixture is boiled under reflux for 8 hours. When the reaction is completed the solvent is distilled off at reduced pressure. To the residue 100 cm3 5% by weight aqueous solution of hydrochloric acid is added followed by extraction of the product twice with 30 ml. chloroform. The combined organic layers are dried above calcinated sodium sulfate and evaporated in vacuo. The residue is dissolved in 25 cm3 of methanol and allowed to stand overnight in a refrigerator. The precipitated crystals are filtered and washed with some methanol. 2.8 g. (25.9%) of 9-(N-methyl-anilino)-6-methyl-4-oxo-6,7-dihydro-4H-pyrido[1,2-a]pyrimidine-3-carboxylic acid ethyl ester is obtained which after recrystallization from methanol melts at 131°-133° C.

후처리

  1. temperatureunder reflux for 8 hours
  2. distillationis distilled off at reduced pressure
  3. additionTo the residue 100 cm3 5% by weight aqueous solution of hydrochloric acid is added
  4. extractionfollowed by extraction of the product twice with 30 ml
  5. customThe combined organic layers are dried
  6. customevaporated in vacuo
  7. dissolutionThe residue is dissolved in 25 cm3 of methanol
  8. filtrationThe precipitated crystals are filtered
  9. washwashed with some methanol

출처 및 근거

ORD 기록
ord-d37a54df20ed44c59f026671bd38703d
출처 데이터셋
uspto-grants-1981_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04260612

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