4-(Trifluoromethoxy)benzoic acid hydrazide → HCID 178516246、化合物

HRID 387451ノート

反応式

HRID 387451 の反応式
[F:1][C:2]([F:15])([F:14])[O:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]([NH:10][NH2:11])=O)=[CH:6][CH:5]=1.I.CS[C:19](=[NH:28])[NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1>N1C=CC=CC=1>[F:1][C:2]([F:15])([F:14])[O:3][C:4]1[CH:13]=[CH:12][C:7]([C:8]2[NH:28][C:19]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=3)=[N:11][N:10]=2)=[CH:6][CH:5]=1

参加物

4

反応物 2

HCID 27772304-(Trifluoromethoxy)benzoic acid hydrazideHCID 178504017HCID 178504017、化合物

生成物 1

HCID 178516246HCID 178516246、化合物収率 40.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

4-trifluoromethoxybenzoic acid hydrazide (1.1 g, 5.0 mmol) and S-methyl N-[4-hydroxy-phenyl]isothiourea hydroiodide (1.55 g, 5.0 mmol) were suspended in 10 mL of anhydrous pyridine. The reaction mixture was refluxed for 24 hours, during which time it changed color from yellow into orange-red. Then it was cooled down to ambient temperature and poured with stirring into 150 mL of ice-water. The aqueous layer was decanted and the resulting residue was purified by silica gel chromatography using 1:1 mixture of ethyl acetate/hexane. Solvent was removed in vacuo to give the title product as a pinkish-grey solid (684.0 mg). 40.6% yield.

後処理

  1. temperatureThe reaction mixture was refluxed for 24 hours, during which time it
  2. additionpoured
  3. customThe aqueous layer was decanted
  4. customthe resulting residue was purified by silica gel chromatography
  5. addition1:1 mixture of ethyl acetate/hexane
  6. customSolvent was removed in vacuo

出典と根拠

ORDレコード
ord-b6dbb7ea7e3445c9bd39fbadf17acb60
出典データセット
uspto-grants-2013_02
特許番号
US08372971B2

反応ノート

読み込み中…