Potassium Carbonate → 6-(2-Picolinyloxy)-2-cyanobenzothiazole

HRID 424454노트

반응식

HRID 424454 반응식
Br.Br[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1.[C:10]([C:12]1[S:13][C:14]2[CH:20]=[C:19]([OH:21])[CH:18]=[CH:17][C:15]=2[N:16]=1)#[N:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH2:3][O:21][C:19]1[CH:18]=[CH:17][C:15]2[N:16]=[C:12]([C:10]#[N:11])[S:13][C:14]=2[CH:20]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27347202-(Bromomethyl)pyridine hydrobromideHCID 98819122-Cyano-6-hydroxybenzothiazole

생성물 1

HCID 584277576-(2-Picolinyloxy)-2-cyanobenzothiazole수율 72%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

(Bromomethyl)pyridine hydrobromide (1.87 g, 7.38 mmol) and 2-cyano-6-hydroxybenzothiazole (1.00 g, 5.68 mmol) were suspended in acetone (50 mL). After introduction of potassium carbonate (1.96 g, 14.2 mmol), the suspension was refluxed for 72 h under nitrogen. After cooling down the mixture and filtering the solids, the filtrate was concentrated and the residue was purified by silica gel chromatography using 50%-75% ethyl acetate in heptane. A yellowish solid was obtained in 72% yield. MS (ESI+): m/z 267.90 (M+H)+; calc'd: 268.05.

후처리

  1. temperatureAfter cooling down the mixture
  2. filtrationfiltering the solids
  3. concentrationthe filtrate was concentrated
  4. customthe residue was purified by silica gel chromatography
  5. customA yellowish solid was obtained in 72% yield

출처 및 근거

ORD 기록
ord-037cc8f24fc549f3a6c5c9059834df06
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08106052B2

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