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Sodium Carbonate → 4-(1-Phenylazulene-2-yl)phenylsulfonamide

HRID 1456831
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HRID 1456831 반응식
C([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([C:15]2[C:24]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[C:23]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=[CH:22]3)[C:16]=2C(OC)=O)=[CH:11][CH:10]=1)(=[O:8])=[O:7])(C)(C)C.C1(B(O)O)C=CC=CC=1.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1.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>[C:25]1([C:24]2[C:23]3[C:17]([CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:16][C:15]=2[C:12]2[CH:13]=[CH:14][C:9]([S:6]([NH2:5])(=[O:7])=[O:8])=[CH:10][CH:11]=2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 66827Phenylboronic AcidHCID 11145169HCID 11145169, 화합물

생성물 1

HCID 221071814-(1-Phenylazulene-2-yl)phenylsulfonamide

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140
Toluene
용매

실험 절차

Methyl 2- (4-t-butylaminosulfonylphenyl) -3-phenylazulene-1-carboxylate: To a solution of methyl 3-bromo-2-(4-t-butylaminosulfonylphenyl) azulene-1-carboxlate (0.56 g) in toluene (10.0 ml) was added phenylboronic acid (0.34 g), tetrakis(triphenylphosphine)palladium (0) (0.07 g) and 2M aqueous Na2CO3 (2.3 ml), and the reaction mixture was heated under reflux for 2 hr. The reaction mixture was poured into ice-water, followed by extracted with EtOAc. The combined EtOAc extracts were washed with water and brine, dried over Na2SO4, and concentrated. The crude product was purified by SiO2 column chromatography (benzenee/EtOAc, 20:1) to give the title compound (0.47 g) as violet crystals; mp 76°-77° C.

후처리

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 hr
  3. extractionby extracted with EtOAc
  4. washThe combined EtOAc extracts were washed with water and brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated
  7. customThe crude product was purified by SiO2 column chromatography (benzenee/EtOAc, 20:1)

출처 및 근거

ORD 기록
ord-253ed14ad9e94e1ca4ec4e3ce1406fe8
출처 데이터셋
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05843999

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