1-Propanesulfonic acid → 3((+/-)-2-Carboxypiperazin-4-yl)-propane-1-sulphonic acid

HRID 234609

반응식

HRID 234609 반응식
[CH2:1]([S:4]([OH:7])(=[O:6])=[O:5])[CH2:2][CH3:3].BrCCCS([O-])(=O)=O.[Na+].[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH:18]1[C:23]([OH:25])=[O:24]>[OH-].[Na+]>[C:23]([CH:18]1[CH2:19][N:20]([CH2:3][CH2:2][CH2:1][S:4]([OH:7])(=[O:6])=[O:5])[CH2:21][CH2:22][NH:17]1)([OH:25])=[O:24]

참가 물질

5

반응물 3

HCID 789381-Propanesulfonic acidHCID 2723758Piperazine-2-carboxylic acidHCID 236790563-bromopropanesulfonic acid sodium salt

생성물 1

HCID 134918533((+/-)-2-Carboxypiperazin-4-yl)-propane-1-sulphonic acid

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

Synthesis of 3-(±)-2-carboxypiperazin-4-yl)-propane-1-sulphonic acid. (CPS) ##STR9## Sodium 3-bromo-propane-1-sulphonate (2.25 g, 0.01 mole) was added to a solution of piperazine-2-carboxylic acid (1.3 g, 0.01 mole) in aqueous sodium hydroxide (0.9 g NaOH/30 ml H2O). The resulting solution was maintained at 60°-65° for 12 h. The product, 3((±)-2-carboxypiperazin-4-yl)-propane-1-sulphonic acid, was isolated by passage of the reaction mixture through Dowex-AG-1-acetate resin. Evaporation of the column filtrate and aqueous washings and recrystallization of the crude product from a 50% aqueous ethanol solution yielded 3-((±)-2-carboxy-piperazin-4-yl)-propane-1-sulphonic acid (500 mg) as a white crystalline solid, m.p. 190°-191°.

후처리

  1. temperatureThe resulting solution was maintained at 60°-65° for 12 h

출처 및 근거

ORD 기록
ord-699377ccb86147748dac0bf58bad2b8e
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05595983

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