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Phosphoric Acid → 2-(5-Amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetic acid

HRID 580218
ノート
印刷プレビュー

反応式

HRID 580218 の反応式
[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:10][O:11][CH3:12])[C:8]#N)[N:3]=1.[OH:13]P(O)(O)=O.[OH-:18].[Na+]>>[NH2:1][C:2]1[S:6][N:5]=[C:4]([C:7](=[N:10][O:11][CH3:12])[C:8]([OH:13])=[O:18])[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 1004Phosphoric AcidHCID 14798Sodium HydroxideHCID 54247250HCID 54247250、化合物

生成物 1

HCID 533952072-(5-Amino-1,2,4-thiadiazol-3-yl)-2-methoxyiminoacetic acid

実験手順

A mixture of 2-(5-amino-1,2,4-thiadiazol-3-yl-2-methoxyiminoacetonitrile (18.3 g, 0.1 mole) in 4N NaOH (250 ml) was heated at 50°-55° C. with stirring for 3 hours. The reaction mixture was adjusted to pH 1 with H3PO4, and washed with ethyl acetate (100 ml), saturated with NaCl, and extracted three times with a mixture of ethyl acetate and tetrahydrofuran (3:1, 300 ml×2, and 200 ml×1). The extracts were combined, dried over MgSO4 and concentrated under reduced pressure. The residue was triturated with isopropyl ether to afford pale yellow crystals of the title acid. Yield 16.8 g (83%). M.p. 184°-5° C. (dec.). [Lit.*, m.p. 180°-182° C. (dec.)].

後処理

  1. temperaturewas heated at 50°-55° C.
  2. washwashed with ethyl acetate (100 ml), saturated with NaCl
  3. extractionextracted three times
  4. additionwith a mixture of ethyl acetate and tetrahydrofuran (3:1, 300 ml×2, and 200 ml×1)
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was triturated with isopropyl ether
  8. customto afford pale yellow crystals of the title acid

出典と根拠

ORDレコード
ord-93105a9d751147058af4f7940eb5940f
出典データセット
uspto-grants-1988_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04751295

反応ノート

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