Diethyl (ethoxymethylene)malonate → HCID 178450108, 화합물

HRID 1195613노트

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HRID 1195613 반응식
Cl.[CH2:2]([O:6][C:7]1[CH:15]=[CH:14][C:10]([C:11]([NH2:13])=[NH:12])=[CH:9][CH:8]=1)[CH2:3][CH2:4][CH3:5].C([O:18][CH:19]=[C:20]([C:26](OCC)=O)[C:21]([O:23][CH2:24][CH3:25])=[O:22])C.C[O-].[Na+].CO.[Na]>CO>[CH2:24]([O:23][C:21]([C:20]1[C:19]([OH:18])=[N:12][C:11]([C:10]2[CH:14]=[CH:15][C:7]([O:6][CH2:2][CH2:3][CH2:4][CH3:5])=[CH:8][CH:9]=2)=[N:13][CH:26]=1)=[O:22])[CH3:25]

참가 물질

6

반응물 4

HCID 6871Diethyl (ethoxymethylene)malonateHCID 3015453Benzamidine, p-butoxy-, monohydrochloride2회HCID 5360545SodiumHCID 23694274Sodium methanolate methanol

생성물 1

HCID 178450108HCID 178450108, 화합물수율 69.2%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

4-Butyloxybenzamidine hydrochloride (II) (22.9 g, 0.1 mol) and diethyl ethoxymethylenemalonate (III) (23.8 g, 0.1 mol) were suspended in methanol (100 ml), followed by agitating the suspension while keeping it at 10° C., dropwise adding a sodium methoxide-methanol solution, separately prepared by reacting sodium (2.5 g, 0.11 mol) with methanol (200 ml), then agitating the mixture for 2.5 hours, distilling off methanol under reduced pressure, gradually adding 6N-hydrochloric acid till the solution reached a pH of 4, filtering the resulting white precipitate, washing the precipitate with a small quantity of methanol and drying the precipitate to obtain ethyl-2-(4-butyloxyphenyl)-4-hydroxy-5-pyrimidinecarboxylate (IV) (21.9 g) (yield: 69% based on compound (II)).

후처리

  1. customat 10° C.
  2. customseparately prepared
  3. stirringagitating the mixture for 2.5 hours
  4. distillationdistilling off methanol under reduced pressure
  5. additiongradually adding 6N-hydrochloric acid till the solution
  6. filtrationfiltering the resulting white precipitate
  7. washwashing the precipitate with a small quantity of methanol
  8. customdrying the precipitate

출처 및 근거

ORD 기록
ord-b4776067836c483d8a8a14b6c5de21f1
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05112523

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