Methanol → HCID 13505729, 화합물

HRID 464399노트

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HRID 464399 반응식
C(O)(=O)CCC(O)=O.[NH2:9][C:10]1[C:27]([Cl:28])=[CH:26][C:13]([C:14]([NH:16][CH:17]2[CH2:21][N:20](CC)[N:19]([CH2:24][CH3:25])[CH2:18]2)=[O:15])=[C:12]([O:29][CH3:30])[CH:11]=1.CO.Cl[O-].[Na+]>C(Cl)(Cl)Cl>[NH2:9][C:10]1[C:27]([Cl:28])=[CH:26][C:13]([C:14]([NH:16][CH:17]2[CH2:18][N:19]([CH2:24][CH3:25])[N:20]=[CH:21]2)=[O:15])=[C:12]([O:29][CH3:30])[CH:11]=1

참가 물질

5

반응물 3

HCID 887MethanolHCID 6917727106613-26-7HCID 23665760Sodium Hypochlorite

생성물 1

HCID 13505729HCID 13505729, 화합물수율 32%

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
-20 °C

실험 절차

To a solution of 8.90 g (0.020 mole) of 4-amino-5-chloro-N-(1,2-diethyl-4-pyrazolidinyl)-2-methoxybenzamide succinate in 400 ml of reagent grade methanol, cooled to -20° C. and under nitrogen atmosphere was added dropwise 80 ml of 5% aqueous sodium hypochlorite over a 20 min period while maintaining the reaction mixture at -20° C. The reaction mixture was stirred for an additional one hour period at 0° C. then diluted with one liter of chloroform. The diluted mixture was washed with 500 ml of water. The aqueous layer was extracted with 200 ml of chloroform. The combined chloroform layers were dried over sodium sulfate and concentrated in vacuo. The crude product was partially purified by column chromatography on a silica column (eluted with ethyl acetate:hexane:methanol, 4.5:4.5:1). Further purification was effected by high pressure liquid chromatography, using the same solvent system as eluant. On evaporation, the residue was triturated with cold diethyl ether to give 1.90 g (32.0%) of title product, m.p. 132.5°-134.0° C.

후처리

  1. washThe diluted mixture was washed with 500 ml of water
  2. extractionThe aqueous layer was extracted with 200 ml of chloroform
  3. dry with materialThe combined chloroform layers were dried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe crude product was partially purified by column chromatography on a silica column (eluted with ethyl acetate:hexane:methanol, 4.5:4.5:1)
  6. customFurther purification
  7. customOn evaporation
  8. customthe residue was triturated with cold diethyl ether

출처 및 근거

ORD 기록
ord-a0977e96fa5c46b5aa8e1adb2518c2a2
출처 데이터셋
uspto-grants-1985_10
특허 번호
US04547518

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