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

HRID 1060263노트

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HRID 1060263 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
20 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-32854377610c4377a8ec13cf89d79a0b
출처 데이터셋
uspto-grants-2003_02
특허 번호
US06521754B2

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