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Hydrazine → dimethylthiocarbamic acid S-[6-amino-5,6,7,8-tetrahydronaphthalen-2-yl) ester

HRID 898866
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HRID 898866 반응식
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[CH:12]1[CH2:21][CH2:20][C:19]2[CH:18]=[C:17]([S:22][C:23](=[O:27])[N:24]([CH3:26])[CH3:25])[CH:16]=[CH:15][C:14]=2[CH2:13]1.NN>CCO>[NH2:3][CH:12]1[CH2:21][CH2:20][C:19]2[CH:18]=[C:17]([S:22][C:23](=[O:27])[N:24]([CH3:25])[CH3:26])[CH:16]=[CH:15][C:14]=2[CH2:13]1
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참가 물질

4

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HCID 9321HydrazineHCID 86594049dimethylthiocarbamic acid S-[6-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-5,6,7,8-tetrahydronaphthalen-2-yl]ester

생성물 1

HCID 86594048dimethylthiocarbamic acid S-[6-amino-5,6,7,8-tetrahydronaphthalen-2-yl) ester수율 103.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A 3-neck flask, equipped with a reflux condensor and mechanical stirrer, is charged with EtOH (115 mL) and dimethylthiocarbamic acid S-[6-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-5,6,7,8-tetrahydronaphthalen-2-yl] ester (8.7 g; 23.5 mmol). Hydrazine (6.6 mL; 2.11 mol) is added in 1-portion at RT and the reaction was refluxed with mechanical stirring for 40 min. The reaction is cooled to RT and the gelatinous, white solid is filtered and washed thoroughly with ether. The ether washes are combined, evaporated under reduced pressure and the crude residue was further triturated with ether, filtered and the ether evaporated under reduced pressure to afford 6.1 g (100%) of dimethylthiocarbamic acid S-[6-amino-5,6,7,8-tetrahydronaphthalen-2-yl) ester as a yellow oil.

후처리

  1. customA 3-neck flask, equipped with a reflux condensor and mechanical stirrer
  2. temperaturethe reaction was refluxed
  3. filtrationthe gelatinous, white solid is filtered
  4. washwashed thoroughly with ether
  5. customevaporated under reduced pressure
  6. customthe crude residue was further triturated with ether
  7. filtrationfiltered
  8. customthe ether evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-db4e7fc6d7b54d0b8ab82b0656973770
출처 데이터셋
uspto-grants-2008_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07351857B2

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