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HCID 2835862、化合物 → HCID 54184965、化合物

HRID 1283393
ノート
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反応式

HRID 1283393 の反応式
[SH:1][C:2]1[N:6]([CH3:7])[N:5]=[N:4][N:3]=1.[CH3:8][C:9]1[CH2:16][S:15][CH:14]2[N:11]([C:12](=[O:27])[CH:13]2[NH:17][C:18](=[O:26])[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:10]=1[C:28]([O:30][CH2:31][C:32]([Cl:35])([Cl:34])[Cl:33])=[O:29].[Cl-].[Ca+2].[Cl-]>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>[CH3:7][N:6]1[C:2]([S:1][S:15][CH:14]2[N:11]([CH:10]([C:28]([O:30][CH2:31][C:32]([Cl:35])([Cl:33])[Cl:34])=[O:29])[C:9]([CH3:16])=[CH2:8])[C:12](=[O:27])[CH:13]2[NH:17][C:18](=[O:26])[CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[N:3][N:4]=[N:5]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 2835862HCID 2835862、化合物HCID 5284359Calcium ChlorideHCID 178482017HCID 178482017、化合物

生成物 1

HCID 54184965HCID 54184965、化合物

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6212Chloroform溶媒

実験手順

A solution of trichloroethyl 6β-phenylacetamido-penicillanate 1β-oxide (28.86 g) and 5-mercapto-1-methyl-tetrazole (6.96 g) in toluene (800 cc.) is heated under reflux for 3 hours, and the water formed during the reaction is removed as it is formed by passing the condensate over calcium chloride before reintroducing it into the reaction mixture. The solvent is evaporated under reduced pressure (12 mm Hg) at 40°C; the residue obtained is dissolved in chloroform (50 cc.) and the solution obtained is chromatographed on a column of silica (400 g) (0.06-0.20 mm, pH neutral; diameter of the column: 4.8 cm., height: 55 cm.). Elution is carried out using chloroform, collecting 250 cc. fractions. Fractions 10 to 17 are combined and concentrated to dryness under reduced pressure (12 mm Hg) at 40°C. 4-(1-Methyl-5-tetrazolyl-dithio)-3-phenylacetamido-1-(1-trichloroethoxycarbonyl-2-methyl-prop-2-en-1-yl)-2-azetidinone (17.4 g.) is obtained in the form of a colourless pastelike product, the characteristics of which are as follows: Rf = 0.50 [silica gel; chloroform/ethyl acetate (50/50 by volume)].

後処理

  1. temperatureunder reflux for 3 hours
  2. customis removed as it
  3. customis formed
  4. additionbefore reintroducing it into the reaction mixture
  5. customThe solvent is evaporated under reduced pressure (12 mm Hg) at 40°C
  6. customthe residue obtained
  7. customthe solution obtained
  8. customis chromatographed on a column of silica (400 g) (0.06-0.20 mm
  9. washElution
  10. customcollecting 250 cc
  11. concentrationconcentrated to dryness under reduced pressure (12 mm Hg) at 40°C

出典と根拠

ORDレコード
ord-7beb014012684e7b87fbc9e775561fef
出典データセット
uspto-grants-1976_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03975385

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート