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Water → [3-(2-Methoxy-1-methyl-ethoxy)-5-phenoxy-pyridin-2-yl]thiourea

HRID 1966240
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HRID 1966240 반응식
[CH3:1][O:2][CH2:3][CH:4]([CH3:20])[O:5][C:6]1[C:7]([NH2:19])=[N:8][CH:9]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=1.[C:21](N1C=CN=C1)([N:23]1C=CN=C1)=[S:22].[NH4+].[OH-].O>C1COCC1>[CH3:1][O:2][CH2:3][CH:4]([CH3:20])[O:5][C:6]1[C:7]([NH:19][C:21]([NH2:23])=[S:22])=[N:8][CH:9]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=1
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참가 물질

6

반응물 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 802641,1'-ThiocarbonyldiimidazoleHCID 674866123-(2-Methoxy-1-methyl-ethoxy)-5-phenoxy-pyridine-2-ylamine

생성물 1

HCID 86644607[3-(2-Methoxy-1-methyl-ethoxy)-5-phenoxy-pyridin-2-yl]thiourea수율 70%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

3-(2-Methoxy-1-methyl-ethoxy)-5-phenoxy-pyridine-2-ylamine (0.28 mmol) is dissolved in THF (4 ml) and 1,1′-thiocarbonyldiimidazole (4 eq.) is added. The reaction solution is stirred 22 hours. 32% NH4OH (20 eq.) is added and stirred 2 hours at room temperature. Water (60 ml) is added and extracted with dichloromethane. The combined organic layers are washed with brine and dried over MgSO4. The solvent is removed in vacuo. [3-(2-Methoxy-1-methyl-ethoxy)-5-phenoxy-pyridin-2-yl]thiourea is obtained as yellow oil in a yield of 70%. HPLC (method C): 1.93 min; LC-MS (method A): 1.85 min, 334.15 (MH+).

후처리

  1. stirringstirred 2 hours at room temperature
  2. extractionextracted with dichloromethane
  3. washThe combined organic layers are washed with brine
  4. dry with materialdried over MgSO4
  5. customThe solvent is removed in vacuo

출처 및 근거

ORD 기록
ord-d99cd04270ac4dccb5780c11f2ddd52e
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420642B2

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