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

HRID 577231
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HRID 577231 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

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후처리

  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

출처 및 근거

ORD 기록
ord-c0a15d97306c40fbb3fa5c1663b6a663
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040538B2

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