Triethylamine → HCID 22144554, 화합물

HRID 1824800노트

반응식

HRID 1824800 반응식
Cl.[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([NH2:11])=[C:8]([SH:10])[CH:9]=1.C(N(CC)CC)C.[Br:19][C:20]1[C:28]([O:29][CH3:30])=[CH:27][CH:26]=[CH:25][C:21]=1[C:22](Cl)=O.[OH-].[Na+]>CN1CCCC1=O>[CH3:2][O:3][C:4]1[CH:5]=[CH:6][C:7]2[N:11]=[C:22]([C:21]3[CH:25]=[CH:26][CH:27]=[C:28]([O:29][CH3:30])[C:20]=3[Br:19])[S:10][C:8]=2[CH:9]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 22144509HCID 22144509, 화합물HCID 221445602-Bromo-3-methoxybenzoyl chloride

생성물 1

HCID 22144554HCID 22144554, 화합물수율 65%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매2회

실험 절차

5-Methoxy-2-aminobenzenethiol hydrochloride (83 g, 4.33 mmol) was dissolved in 1-methyl-2-pyrrolidinone (10 mL). After triethylamine (0.60 mL, 4.33 mmol) was added, the mixture was stirred at room temperature for 10 min. 2-Bromo-3-methoxybenzoyl chloride (1.08 g, 4.33 mmol) in 1-methyl-2-pyrrolidinone (10 mL) was then added and the mixture was heated at 100° C. for 40 min. The mixture was cooled to room temperature and 1N NaOH was added to PH 9. The mixture was extracted with ethylacetate and combined ethylacetate were washed with brine, concentrated. After chromatographic purification gave 6-methoxy-2-(2-bromo-3-methoxy-phenyl)-benzothiazole (0.98 g, 65% yield) as a yellow solid. Mass spec: MH+=350.

후처리

  1. temperaturethe mixture was heated at 100° C. for 40 min
  2. temperatureThe mixture was cooled to room temperature
  3. extractionThe mixture was extracted with ethylacetate and combined ethylacetate
  4. washwere washed with brine
  5. concentrationconcentrated
  6. customAfter chromatographic purification

출처 및 근거

ORD 기록
ord-277e1d16b531404193aaab6758a74ff7
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045539B2

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