Sodium Hydroxide → (+-)-Ethopropazine

HRID 473792노트

반응식

HRID 473792 반응식
[CH3:1][CH2:2][N:3]([CH:6]([CH2:8][N:9]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[S:16][C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]1=2)[CH3:7])[CH2:4][CH3:5].Cl.[OH-].[Na+]>C(Cl)Cl>[CH3:5][CH2:4][N:3]([CH:6]([CH2:8][N:9]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[S:16][C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]1=2)[CH3:7])[CH2:2][CH3:1]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 122824Ethopropazine hydrochloride

생성물 1

HCID 3290(+-)-Ethopropazine수율 20%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

In other studies, racemic ethopropazine hydrochloride salt was mixed with methylene chloride and 2M sodium hydroxide. The resulting suspension was agitated and the organic layer collected. After drying, the solvent was removed by rotary evaporation to give racemic ethopropazine base (4.0 g, 0.013 mol) that reacted with dibenzoyl-D-tartaric acid (4.4 g, 0.012 mol) in acetone with agitation. A white precipitate was collected after a few hours. After two recrystallization steps from absolute ethanol, a 99+% crystal was obtained, which was converted to ethopropazine hydrochloride salt. Yield: 20%. From the mother liquor, another diastereomeric salt was obtained as white precipitate, which was also recrystalized twice from absolute ethanol before converting to hydrochloride salt. Yield: 20%.

후처리

  1. customthe organic layer collected
  2. customAfter drying
  3. customthe solvent was removed by rotary evaporation

출처 및 근거

ORD 기록
ord-111753f8838146109fadd9eb5eed9517
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637503B2

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