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Water → [5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-yl]-thiourea

HRID 1966255
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HRID 1966255 반응식
[CH3:1][S:2]([C:5]1[CH:23]=[CH:22][C:8]([O:9][C:10]2[CH:11]=[C:12]([O:17][CH2:18][CH2:19][O:20][CH3:21])[C:13]([NH2:16])=[N:14][CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].C1N=C[N:26]([C:29](N2C=NC=C2)=[S:30])C=1.[NH4+].[OH-].O>C1COCC1>[CH3:1][S:2]([C:5]1[CH:23]=[CH:22][C:8]([O:9][C:10]2[CH:11]=[C:12]([O:17][CH2:18][CH2:19][O:20][CH3:21])[C:13]([NH:16][C:29]([NH2:26])=[S:30])=[N:14][CH:15]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 14923Ammonium HydroxideHCID 802641,1'-ThiocarbonyldiimidazoleHCID 674864395-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-ylamine

생성물 1

HCID 86644610[5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-yl]-thiourea수율 75%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)-pyridine-2-ylamine (0.37 mmol) is dissolved in THF (5.5 ml) and 1,1-thiocarbonyldiimidazole (4 eq.) is added. The reaction solution is stirred 3 days. 32% NH4OH (20 eq.) is added and stirred 4 hours at room temperature. Water (150 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. [5-(4-Methanesulfonyl-phenoxy)-3-(2-methoxy-ethoxy)pyridine-2-yl]-thiourea is obtained as brown oil in a yield of 75%. HPLC (method C): 1.60 min; LC-MS (method A): 1.37 min, 398.15 (MH+).

후처리

  1. stirringstirred 4 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-cd146b7cef6d4a36b01a504c39f80e08
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08420642B2

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