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Hydrazine hydrate (1:1) → (4,5-Dichlorothiophen-2-yl)methanamine

HRID 844010
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HRID 844010 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][N:9]2C(=O)C3C(=CC=CC=3)C2=O)[S:5][C:6]=1[Cl:7].O.NN>CO.O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][NH2:9])[S:5][C:6]=1[Cl:7]
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참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 226120382-(4,5-Dichloro-thiophen-2-ylmethyl)-isoindole-1,3-dione

생성물 1

HCID 22612362(4,5-Dichlorothiophen-2-yl)methanamine수율 75.8%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred suspension of 2-(4,5-Dichloro-thiophen-2-ylmethyl)-isoindole-1,3-dione (0.770 grams, 2.47 mmole) in methanol (30 ml) and tetrahydrofuran (10 ml) at room temperature was added hydrazine hydrate (0.395 grams, 12.3 mmole) and stirred at room temperature over night. A precipitate formed, and the mixture was concentrated to about 15 ml and filtered. The filtrate was poured into 100 ml water and extracted with diethyl ether. The combined extracts were washed with water and brine, dried over MgSO4, filtered, and concentrated to an oil which was purified via flash chromatography on silica using 5% methanol/methylene chloride as eluent to give an oil (0.341 g). MW 182.08; MS (m/e) 183 (M++1).

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후처리

  1. customA precipitate formed
  2. concentrationthe mixture was concentrated to about 15 ml
  3. filtrationfiltered
  4. additionThe filtrate was poured into 100 ml water
  5. extractionextracted with diethyl ether
  6. washThe combined extracts were washed with water and brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated to an oil which
  10. customwas purified via flash chromatography on silica using 5% methanol/methylene chloride as eluent

출처 및 근거

ORD 기록
ord-d2a8beefc9fb46f6938be6db1523dca5
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06380218B1

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