Water → Ethyl 1,6-dihydro-6-oxo-2-(2-propoxyphenyl)pyrimidine-5-carboxylate

HRID 2082726노트

반응식

HRID 2082726 반응식
[Na].COS(O)(=O)=O.[CH2:8]([O:11][C:12]1[CH:20]=[CH:19][CH:18]=[CH:17][C:13]=1[C:14]([NH2:16])=[NH:15])[CH2:9][CH3:10].C([O:23][CH:24]=[C:25]([C:31](OCC)=O)[C:26]([O:28][CH2:29][CH3:30])=[O:27])C.O>C(O)C.C(O)(=O)C>[O:23]=[C:24]1[NH:16][C:14]([C:13]2[CH:17]=[CH:18][CH:19]=[CH:20][C:12]=2[O:11][CH2:8][CH2:9][CH3:10])=[N:15][CH:31]=[C:25]1[C:26]([O:28][CH2:29][CH3:30])=[O:27]

참가 물질

7

반응물 4

HCID 962WaterHCID 6871Diethyl (ethoxymethylene)malonateHCID 5360545SodiumHCID 86734867n-Propoxybenzamidine methyl sulfate

생성물 1

HCID 12535801Ethyl 1,6-dihydro-6-oxo-2-(2-propoxyphenyl)pyrimidine-5-carboxylate수율 78.5%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 702Ethanol용매2회

실험 절차

To a warm solution of sodium (181.7 g., 7.9 g-atoms) in ethanol (5 l) was added with stirring a slurry of 2-n-propoxybenzamidine methyl sulfate (1146.7 g., 3.95 moles) in ethanol 1.6 l). After 2-3 minutes diethyl ethoxymethylenemalonate 854 g., 3.95 moles) was added and the mixture stirred and heated under reflux for 2.25 hours. The mixture was cooled and then added to cold water (13 l). The mixture was acidified to pH 5-6 with glacial acetic acid. The solid was collected by filtration, washed with water, and dried to give the title compound (937.8 g.), m.p. 102°-104°. An additional crop of product (101.6 g., m.p. 105°-107°, was obtained from the filtrate and washings. Total yield of product, 1039.4 g. (87%).

후처리

  1. addition, 3.95 moles) was added
  2. temperatureheated
  3. temperatureunder reflux for 2.25 hours
  4. temperatureThe mixture was cooled
  5. filtrationThe solid was collected by filtration
  6. washwashed with water
  7. customdried

출처 및 근거

ORD 기록
ord-065927c40061460988df48a29522d551
출처 데이터셋
uspto-grants-1978_04
특허 번호
US04082751

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