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Morpholine → 6-Cyano-1-(5-isothiazolyl)-3,4-dihydronaphthalene

HRID 1768637
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HRID 1768637 반응식
[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9](O)([C:13]1[S:17][N:16]=[CH:15][CH:14]=1)[CH2:8][CH2:7][CH2:6]2)#[N:2].S(Cl)(Cl)=O.N1CCOCC1>C1C=CC=CC=1>[C:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[C:9]([C:13]1[S:17][N:16]=[CH:15][CH:14]=1)=[CH:8][CH2:7][CH2:6]2)#[N:2]
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참가 물질

5

반응물 3

HCID 8083MorpholineHCID 24386Thionyl ChlorideHCID 189490166-Cyano-1-hydroxy-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene

생성물 1

HCID 233653536-Cyano-1-(5-isothiazolyl)-3,4-dihydronaphthalene

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

Analogously to Example 13.92 mg of 6-cyano-1-hydroxy-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene (Example 15) and 0.051 ml of thionyl chloride in 0.32 ml of benzene, with the subsequent addition of 0.112 ml of morpholine, are converted into the crude title compound, which is purified by column chromatography (SiO2, 0.1 bar, hexane/ethyl acetate 4:1) and crystallisation from hexane; m.p. 77°-81°; 1H-NMR (CDCl3): δ (ppm)=2.5 (m,2H), 2.92 (t,2H), 6.54 (t,2H), 7.2 (d,lH), 7.29 (d,1H), 7.5 (dd,1H), 7.55 (d,1H), 8.5 (d,1H).

출처 및 근거

ORD 기록
ord-5b6b09f15bba4bfea3ebb17617bb633a
출처 데이터셋
uspto-grants-1995_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05378721

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