Potassium thiocyanate → 2,2,2-Trichloroethyl 2-thiocyanatomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate

HRID 1395487노트

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HRID 1395487 반응식
[S-:1][C:2]#[N:3].[K+].BrC[CH2:7][C:8]1([CH3:34])[CH:12]([C:13]([O:15][CH2:16][C:17]([Cl:20])([Cl:19])[Cl:18])=[O:14])[N:11]2[C:21](=[O:33])[CH:22]([NH:23][C:24](=[O:32])[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C@H:10]2[S:9]1>O.CC(C)=O>[S:1]([CH2:7][C:8]1([CH3:34])[CH:12]([C:13]([O:15][CH2:16][C:17]([Cl:18])([Cl:19])[Cl:20])=[O:14])[N:11]2[C:21](=[O:33])[CH:22]([NH:23][C:24](=[O:32])[CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[C@H:10]2[S:9]1)[C:2]#[N:3]

참가 물질

5

반응물 2

HCID 516872Potassium thiocyanateHCID 705961582,2,2-Trichloroethyl 2-bromoethyl-2-methyl-6-(2-phenyl-acetamido)penam-3-carboxylate

생성물 1

HCID 867369952,2,2-Trichloroethyl 2-thiocyanatomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate수율 80.4%

시약·촉매·용매 2

HCID 180Acetone용매HCID 962Water용매

실험 절차

Potassium thiocyanate (1.17 g) was dissolved in a mixture of water (20 ml) and acetone (100 ml). To this solution was added 2,2,2-trichloroethyl 2-bromoethyl-2-methyl-6-(2-phenyl-acetamido)penam-3-carboxylate (5.45 g) at room temperature and the mixture was stirred for 5.5 hours at room temperature. After removing acetone under reduced pressure at room temperature, precipitates were collected by filtration, washed with ether and further washed with ethanol to give 2,2,2-trichloroethyl 2-thiocyanatomethyl-2-methyl-6-(2-phenylacetamido)penam-3-carboxylate (4.10 g). This substance was recrystallized from isopropylether containing 5% acetone to give pure compound, mp 133° to 135° C.

후처리

  1. customAfter removing acetone under reduced pressure at room temperature
  2. customprecipitates
  3. filtrationwere collected by filtration
  4. washwashed with ether
  5. washfurther washed with ethanol

출처 및 근거

ORD 기록
ord-f0fc4123654c40b391c5a37adcfbddf1
출처 데이터셋
uspto-grants-1980_05
특허 번호
US04203897

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