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Hydrazine hydrate (1:1) → HCID 71815514, 화합물

HRID 532608
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HRID 532608 반응식
[S:1]1[CH:5]=[CH:4][C:3]2[C:6](=O)[CH2:7][CH2:8][C:2]1=2.[N:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[O:19][C:20]([F:23])([F:22])[F:21])=[C:11]=S.C[Si](C)(C)[Si](C)(C)C.[Li].O.[NH2:34][NH2:35]>C1COCC1.O.C(O)(=O)C>[S:1]1[CH:5]=[CH:4][C:3]2[C:6]3[NH:34][N:35]=[C:11]([NH:10][C:13]4[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=4[O:19][C:20]([F:23])([F:22])[F:21])[C:7]=3[CH2:8][C:2]1=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 24654Hydrazine hydrate (1:1)HCID 19586324H,5H,6H-cyclopenta[b]thiophen-4-oneHCID 27773362-(Trifluoromethoxy)phenyl isothiocyanateHCID 57425481Lithium hexamethyldisilane

생성물 1

HCID 71815514HCID 71815514, 화합물수율 33%

시약·촉매·용매 3

HCID 176
Acetic Acid
용매
HCID 962Water용매
HCID 8028Tetrahydrofuran용매

실험 절차

A mixture of 5,6-Dihydro-cyclopenta[b]thiophen-4-one (1.0 g, 7.4 mmol) and 1-Isothiocyanato-2-trifluoromethoxy-benzene (1.6 g, 7.4 mmol) in THF (2.0 mL) was added to lithium hexamethyl disilane (7.0 mL, 7.2 mmol) dropwise at room temperature. The reaction mixture was stirred for 8 hr. Hydrazine monohydrate (0.4 mL, 7.9 mmol) and glacial acetic acid (0.5 mL) were added to the reaction mixture, which was then heated at the reflux temperature for 24 hr. The resulting mixture was added to water (30 mL) and then extracted with ethyl acetate. The target product was purified by gravity column chromatography (50% EtOAc in hexane) to give (4,7-Dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-6-yl)-(2-trifluoromethoxy-phenyl)-amine as brown solid in 33% yield.

후처리

  1. temperaturewas then heated at the reflux temperature for 24 hr
  2. extractionextracted with ethyl acetate
  3. customThe target product was purified by gravity column chromatography (50% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-558ce71460504bcf8e58a41ab9de3aaf
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853207B2

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