Phenacyl bromide → N~1~-(4-Phenyl-1,3-thiazol-2-yl)benzene-1,3-diamine

HRID 2086775ノート

反応式

HRID 2086775 の反応式
C([NH:4][C:5]1[CH:6]=[C:7]([NH:11][C:12]([NH2:14])=[S:13])[CH:8]=[CH:9][CH:10]=1)(=O)C.Br[CH2:16][C:17]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)=O>C(O)C>[C:19]1([C:17]2[N:14]=[C:12]([NH:11][C:7]3[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=3)[NH2:4])[S:13][CH:16]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

4

反応物 2

HCID 6259Phenacyl bromideHCID 6451295Acetamide, N-(3-((aminothioxomethyl)amino)phenyl)-

生成物 1

HCID 22724394N~1~-(4-Phenyl-1,3-thiazol-2-yl)benzene-1,3-diamine収率 82%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of N-(3-acetylaminophenyl)thiourea (0.84 g) and 2-bromoacetophenone (0.84 g) in ethanol (10 ml) was refluxed for 15 minutes. After evaporation of the solvent, 3N hydrochloric acid was added thereto and the mixture was refluxed for 30 minutes. The mixture was made basic with sodium bicarbonate and extracted with ethyl acetate. The organic solution was washed with water and brine, dried over magnesium sulfate and concentrated. The residue was crystallized from ethanol to give 3-(4-phenylthiazol-2-yl)aminoaniline (0.88 g).

後処理

  1. temperaturewas refluxed for 15 minutes
  2. customAfter evaporation of the solvent, 3N hydrochloric acid
  3. additionwas added
  4. temperaturethe mixture was refluxed for 30 minutes
  5. extractionextracted with ethyl acetate
  6. washThe organic solution was washed with water and brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated
  9. customThe residue was crystallized from ethanol

出典と根拠

ORDレコード
ord-6cd90584d27645e1bf2ef90a9cd72202
出典データセット
uspto-grants-2004_04
特許番号
US06727245B2

反応ノート

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