Ammonium thiocyanate → 2-Amino-6-(4-fluorophenoxy)benzothiazole

HRID 359777

反応式

HRID 359777 の反応式
BrBr.[F:3][C:4]1[CH:17]=[CH:16][C:7]([O:8][C:9]2[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=2)=[CH:6][CH:5]=1.[S-:18][C:19]#[N:20].[NH4+]>C(O)(=O)C>[NH2:20][C:19]1[S:18][C:14]2[CH:15]=[C:9]([O:8][C:7]3[CH:16]=[CH:17][C:4]([F:3])=[CH:5][CH:6]=3)[CH:10]=[CH:11][C:12]=2[N:13]=1

参加物

5

反応物 3

HCID 15666Ammonium thiocyanateHCID 24408BromineHCID 147633Benzenamine, 4-(4-fluorophenoxy)-

生成物 1

HCID 219855122-Amino-6-(4-fluorophenoxy)benzothiazole収率 81.4%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

13 ml of acetic acid containing 6.5 ml of bromine were added dropwise at 13 to 15° C. to a solution of 25.6 g of 4-(4-fluorophenoxy)aniline and 19.2 g of ammonium thiocyanate in 185 ml of acetic acid. After completion of the addition, the mixture was stirred at room temperature for 1 hour and then the solvent was distilled off under reduced pressure. The residue was mixed with 300 ml of ethyl acetate and 200 ml of water, and the mixture was neutralized by adding powered potassium carbonate. The ethyl acetate layer was then separated and dried over anhydrous magnesium sulfate, and then the residue was concentrated by evaporation under reduced pressure. The crystalline residue was washed with diisopropyl ether to afford 26.7 g of the title compound, melting at 126-128° C.

後処理

  1. additionAfter completion of the addition
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionThe residue was mixed with 300 ml of ethyl acetate and 200 ml of water
  4. additionby adding powered potassium carbonate
  5. customThe ethyl acetate layer was then separated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationthe residue was concentrated by evaporation under reduced pressure
  8. washThe crystalline residue was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-3bfff5e2471a4e43906f9a62b6d887a3
出典データセット
uspto-grants-1991_03
特許番号
US05002942

関連ノート

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