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Ammonium Hydroxide → Ethyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylate

HRID 630133
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HRID 630133 반응식
[NH2:1][C:2]([NH2:4])=[S:3].Br[CH:6]([C:12](=O)[CH:13]([CH3:15])[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]([CH:13]([CH3:15])[CH3:14])[N:4]=1
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참가 물질

5

반응물 3

HCID 14923Ammonium HydroxideHCID 2723790ThioureaHCID 13015595Ethyl 2-bromo-4-methyl-3-oxopentanoate

생성물 1

HCID 824436Ethyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylate수율 66.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a refluxing solution of thiourea (1.9 g, 25.6 mmol) in absolute ethanol (20 mL) was added ethyl 2-bromo-4-methyl-3-oxopentanoate (6.0 g, 25.3 mmol). The solution was stirred at reflux for another 1.5 hours. After cooling to room temperature, the solution was poured in ice/water (100 mL). The mixture was neutralized with concentrated NH4OH. The solid material was recovered by filtration, washed with water (2×20 mL) and hexanes (2×20 mL), and dried in vacuo, affording ethyl 2-amino-4-(propan-2-yl)-1,3-thiazole-5-carboxylate (3.6 g, 66% yield). The product was used without further purification.

후처리

  1. temperatureat reflux for another 1.5 hours
  2. filtrationThe solid material was recovered by filtration
  3. washwashed with water (2×20 mL) and hexanes (2×20 mL)
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-410d14fa27b041738e27adb1a732b1e8
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09315521B2

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