Hydrochloric Acid → N-(4-Methoxy-7-phenyl-benzothiazol-2-yl)-benzamide

HRID 2308427ノート

反応式

HRID 2308427 の反応式
[NH2:1][C:2]1[S:3][C:4]2[C:10]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=2[N:6]=1.[C:19](Cl)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.Cl>N1C=CC=CC=1>[CH3:18][O:17][C:7]1[C:5]2[N:6]=[C:2]([NH:1][C:19](=[O:26])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[S:3][C:4]=2[C:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 7412Benzoyl chlorideHCID 222830262-Amino-4-methoxy-7-phenyl-benzothiazole

生成物 1

HCID 22283378N-(4-Methoxy-7-phenyl-benzothiazol-2-yl)-benzamide収率 69%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
20 °C

実験手順

To a solution of 2-amino-4-methoxy-7-phenyl-benzothiazole (100 mg, 0.4 mmol) in pyridine (2 ml) was added benzoyl chloride (55 mg, 0.4 mmol) and the mixture stirred overnight at 20° C. To this mixture 2N HCl to pH 1 (20 ml) was added then the mixture was extracted twice with EtOAc (20 ml), washed with saturated NaHCO3 solution, dried with Na2SO4 and the solvent evaporated. The crude product was then chromatographed over SiO2 (Merck 230-400 mesh) eluting with CH2Cl2/MeOH (98:2), the product fractions were pooled and the solvent evaporated, to afford the title compound as a white solid (97 mg, 69% yield), MS: m/e=360 (M+).

後処理

  1. extractionthe mixture was extracted twice with EtOAc (20 ml)
  2. washwashed with saturated NaHCO3 solution
  3. dry with materialdried with Na2SO4
  4. customthe solvent evaporated
  5. customThe crude product was then chromatographed over SiO2 (Merck 230-400 mesh)
  6. washeluting with CH2Cl2/MeOH (98:2)
  7. customthe solvent evaporated

出典と根拠

ORDレコード
ord-33a3a49b0b11481baf4bd2ef487260ff
出典データセット
uspto-grants-2004_12
特許番号
US06835732B2

反応ノート

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