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Ammonia → HCID 22822365、化合物

HRID 1163878
ノート
印刷プレビュー

反応式

HRID 1163878 の反応式
Br.[C@@H:2]1([NH:13][C:14]2[S:15][CH:16]=[C:17]([C:19]([O:21]CC)=O)[N:18]=2)[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4].[NH3:24]>CO>[C@@H:2]1([NH:13][C:14]2[S:15][CH:16]=[C:17]([C:19]([NH2:24])=[O:21])[N:18]=2)[O:10][C@H:9]([CH2:11][OH:12])[C@@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4]
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 2

HCID 222AmmoniaHCID 157591N-[4-(Ethoxycarbonyl)-1,3-thiazol-2-yl]hexopyranosylamine--hydrogen bromide (1/1)

生成物 1

HCID 22822365HCID 22822365、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Ethyl 2-(N-β-D-glucopyranosyl)aminothiazole-4-carboxylate hydrobromide (4.15 g., 0.01 mole) was added to a solution of methanol (50 ml.) saturated with ammonia at 0° in a pressure bottle. The reaction mixture was magnetically stirred at room temperature for 48 hours with the stopper well closed. The mixture was evaporated to dryness in vacuo. The residue was mixed with a small amount of ethyl acetate and chromatographed on a column of silica gel (2.54×20 cm) using acetone as the first solvent (300 ml.) and methanol as the second solvent (300 ml.). The methanol effluent was concentrated to ca. 75 ml., and ethyl acetate (500 ml.) was added to give a precipitate. The creamy yellow precipitate was filtered and dried at room temperature in vacuo, yielding 2.77 g. (76.2%); m.p. over 96° (dec.).

後処理

  1. customwell closed
  2. customThe mixture was evaporated to dryness in vacuo
  3. additionThe residue was mixed with a small amount of ethyl acetate
  4. customchromatographed on a column of silica gel (2.54×20 cm)
  5. concentrationThe methanol effluent was concentrated to ca. 75 ml
  6. addition, and ethyl acetate (500 ml.) was added
  7. customto give a precipitate
  8. filtrationThe creamy yellow precipitate was filtered
  9. customdried at room temperature in vacuo
  10. customyielding 2.77 g

出典と根拠

ORDレコード
ord-afcfab2580c94227b1395dc2658ad7a3
出典データセット
uspto-grants-1983_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04367226

反応ノート

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