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

HRID 1395487
ノート
印刷プレビュー

反応式

HRID 1395487 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f0fc4123654c40b391c5a37adcfbddf1
出典データセット
uspto-grants-1980_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04203897

反応ノート

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