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Potassium Carbonate → HCID 22144548, 화합물

HRID 1824794
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인쇄 미리보기

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HRID 1824794 반응식
Br[C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[C:4]([O:19][CH3:20])[CH:3]=1.[C:21](=O)([O-])[O-].[K+].[K+].CB(O)O>C1(C)C=CC=CC=1.C(OC(=O)C)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:21][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[C:4]([O:19][CH3:20])[CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 139377Methylboronic AcidHCID 22144553HCID 22144553, 화합물

생성물 1

HCID 22144548HCID 22144548, 화합물수율 77.2%

시약·촉매·용매 3

HCID 178418397HCID 178418397, 화합물촉매HCID 1140
Toluene
용매
HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

To a solution of 4-bromo-6-methoxy-2-(4-methoxy-phenyl)-benzothiazole (1.0 g, 2.86 mmol) in dry toluene (25 mL) was added potassium carbonate (4.2 g, 30.4 mmol), methylboronic acid (0.92 g, 15.3 mmol) and tetrakis(triphenylphosphine)palladium (0.44 g, 0.38 mmol). The mixture was heated to 100° C. for 24 h, then cooled to room temperature. The mixture was diluted with ethylacetate and washed with water, saturated sodium carbonate and brine. After chromatographic purification gave 4-methyl-6-methoxy-2-(4-methoxy-phenyl)-benzothiazole as a white solid (0.63 g, 77% yield). Mass spec: MH+=286.

후처리

  1. temperaturecooled to room temperature
  2. washwashed with water, saturated sodium carbonate and brine
  3. customAfter chromatographic purification

출처 및 근거

ORD 기록
ord-ea14e8ca57e14578a8dd4799695fd9ab
출처 데이터셋
uspto-grants-2006_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07045539B2

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