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Ammonium Hydroxide → Ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate

HRID 577231
ノート
印刷プレビュー

反応式

HRID 577231 の反応式
[NH2:1][C:2]([NH2:4])=[S:3].Br[CH:6]([C:12](=O)[CH2:13][CH3:14])[C:7]([O:9][CH2:10][CH3:11])=[O:8].[NH4+].[OH-]>C(O)C>[NH2:1][C:2]1[S:3][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:12]([CH2:13][CH3:14])[N:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 14923Ammonium HydroxideHCID 2723790ThioureaHCID 13048353Ethyl 2-bromo-3-oxopentanoate

生成物 1

HCID 12801682Ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate収率 103.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a refluxing solution of thiourea (2.6 g, 34.3 mmol) in absolute ethanol (30 mL) was added ethyl 2-bromo-3-oxopentanoate (7.3 g, 32.7 mmol) always keeping the mixture at reflux. The solution was stirred at reflux for another 1.5 hours. After cooling to room temperature, the solution was poured in ice/water (150 mL). The mixture was neutralized with concentrated NH4OH. The solid material was recovered by filtration, washed with water (2×50 mL) and hexanes (3×50 mL), and dried in vacuo, affording ethyl 2-amino-4-ethyl-1,3-thiazole-5-carboxylate (6.8 g, 94% yield). The product was used without further purification.

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

後処理

  1. temperatureat reflux
  2. temperatureat reflux for another 1.5 hours
  3. filtrationThe solid material was recovered by filtration
  4. washwashed with water (2×50 mL) and hexanes (3×50 mL)
  5. customdried in vacuo

出典と根拠

ORDレコード
ord-c0a15d97306c40fbb3fa5c1663b6a663
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09040538B2

反応ノート

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