Ethyl bromopyruvate → N-[4-(Ethoxycarbonyl)-1,3-thiazol-2-yl]hexopyranosylamine--hydrogen bromide (1/1)

HRID 1163877ノート

反応式

HRID 1163877 の反応式
[Br:1][CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C@@H:10]1([NH:21][C:22]([NH2:24])=[S:23])[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:13]([OH:14])[C@H:11]1[OH:12]>C(O)C>[BrH:1].[C@@H:10]1([NH:21][C:22]2[S:23][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:24]=2)[O:18][C@H:17]([CH2:19][OH:20])[C@@H:15]([OH:16])[C@H:13]([OH:14])[C@H:11]1[OH:12]

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 2728946Thiourea, beta-D-glucopyranosyl-

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl bromopyruvate (8.99 g., 0.047 mole) was added to a suspension of N-β-D-glucopyranosylthiourea (10 g., 0.042 mole) in 120 ml. of hot ethanol, and the reaction was completed by heating 30 minutes. During the heating, the mixture became a clear solution. The reaction solution was evaporated to dryness in vacuo. The residue was crystallized from ethanol and acetone, filtered, and dried at room temperature in vacuo, yielding 16.03 g. (91.9%); white powder; m.p. 162°-163°(dec.).

後処理

  1. temperatureby heating 30 minutes
  2. customThe reaction solution was evaporated to dryness in vacuo
  3. customThe residue was crystallized from ethanol and acetone
  4. filtrationfiltered
  5. customdried at room temperature in vacuo
  6. customyielding 16.03 g

出典と根拠

ORDレコード
ord-7eca43226cbf4680be77ee7ecbcefe63
出典データセット
uspto-grants-1983_01
特許番号
US04367226

反応ノート

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