Tetraethyl methylenediphosphonate → Tetraethyl 2-(1,2,5-thiadiazol-4-yl)-ethane-1,1-diphosphonate

HRID 867858

反応式

HRID 867858 の反応式
[CH2:1]([P:10]([O:15][CH2:16][CH3:17])(=[O:14])[O:11][CH2:12][CH3:13])[P:2]([O:7][CH2:8][CH3:9])(=[O:6])[O:3][CH2:4][CH3:5].[H-].[Na+].[H][H].Br[CH2:23][C:24]1[CH:25]=[N:26][S:27][N:28]=1>O.C1(C)C=CC=CC=1>[CH2:16]([O:15][P:10]([CH:1]([P:2]([O:7][CH2:8][CH3:9])(=[O:6])[O:3][CH2:4][CH3:5])[CH2:23][C:24]1[CH:25]=[N:26][S:27][N:28]=1)(=[O:14])[O:11][CH2:12][CH3:13])[CH3:17]

参加物

7

反応物 4

HCID 15455Tetraethyl methylenediphosphonateHCID 24758Sodium hydrideHCID 133468803-(Bromomethyl)-1,2,5-thiadiazoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 21288947Tetraethyl 2-(1,2,5-thiadiazol-4-yl)-ethane-1,1-diphosphonate収率 55%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒3 回

実験手順

A solution of 1.62 g. tetraethyl methanediphosphonate in 10 ml. anhydrous toluene is added dropwise to 0.2 g. sodium hydride (69%) in 10 ml. anhydrous toluene. After termination of the evolution of hydrogen, 1 g. 4-bromomethyl-1,2,5-thiadiazole in 10 ml. anhydrous toluene is added thereto and the reaction mixture stirred for 12 hours at ambient temperature. A little water is then added and the organic phase is separated off, dried and evaporated. The residue is purified over a column of silica gel (100 g.; elution agent methylene chloride/methanol 98:2 v/v). There is thus obtained 1.18 g. of the desired product in the form of a colourless oil; yield 55% of theory.

後処理

  1. customthe organic phase is separated off
  2. customdried
  3. customevaporated
  4. customThe residue is purified over a column of silica gel (100 g.; elution agent methylene chloride/methanol 98:2 v/v)

出典と根拠

ORDレコード
ord-b2e56c23593b46cab5b3f4ce6388463e
出典データセット
uspto-grants-1988_10
特許番号
US04777163

関連ノート

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