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

HRID 452574

反応式

HRID 452574 の反応式
[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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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].

後処理

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

出典と根拠

ORDレコード
ord-61dfabb13e134fd8baf6ae8bb985e824
出典データセット
uspto-grants-2013_07
特許番号
US08492388B2

関連ノート

読み込み中…