Potassium Iodide → 4-{[({(1-methyl-1H-tetrazol-5-yl)[3-(trifluoromethoxy)phenyl]methylene}amino)oxy]methyl}-1,3-thiazol-2-amine

HRID 452574

반응식

HRID 452574 반응식
[OH:1][N:2]=[C:3]([C:15]1[N:19]([CH3:20])[N:18]=[N:17][N:16]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]([F:14])([F:13])[F:12])[CH:5]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+].Cl.Cl[CH2:31][C:32]1[N:33]=[C:34]([NH2:37])[S:35][CH:36]=1>C(#N)C>[CH3:20][N:19]1[C:15]([C:3](=[N:2][O:1][CH2:31][C:32]2[N:33]=[C:34]([NH2:37])[S:35][CH:36]=2)[C:4]2[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]([F:13])([F:14])[F:12])[CH:5]=2)=[N:16][N:17]=[N:18]1

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 10796Cesium carbonateHCID 732282-Thiazolamine, 4-(chloromethyl)-, hydrochloride (1:1)HCID 136337385N-hydroxy-1-(1-methyl-1H-tetrazol-5-yl)-1-[3-(trifluoromethoxy)phenyl]methanimine

생성물 1

HCID 866564084-{[({(1-methyl-1H-tetrazol-5-yl)[3-(trifluoromethoxy)phenyl]methylene}amino)oxy]methyl}-1,3-thiazol-2-amine수율 79%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of N-hydroxy-1-(1-methyl-1H-tetrazol-5-yl)-1-[3-(trifluoromethoxy)phenyl]methanimine (220 mg, 0.73 mmol) in acetonitrile (10 mL) were added cesium carbonate (498 mg, 1.53 mmol), potassium iodide (60 mg, 0.36 mmol) and 4-(chloromethyl)-1,3-thiazol-2-amine hydrochloride (156 mg, 0.80 mmol). After stirring for 18 h at room temperature, the mixture was filtered, the filtrate concentrated in vacuo. Purification of the residue on silica gel afforded 4-{[({(1-methyl-1H-tetrazol-5-yl)[3-(trifluoromethoxy)phenyl]methylene}amino)oxy]methyl}-1,3-thiazol-2-amine as an oil [230 mg, yield 79%; HPLC/MS:m/z=400 (M+H); log P(HCOOH)=2.10].

후처리

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate concentrated in vacuo
  3. customPurification of the residue on silica gel

출처 및 근거

ORD 기록
ord-61dfabb13e134fd8baf6ae8bb985e824
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492388B2

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