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Ethanol → 2-Methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carbonitrile

HRID 2371048
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HRID 2371048 반응식
[CH3:1][C:2]1[S:3][C:4]2[C:10](=O)[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1.CC1C=CC(S([CH2:22][N+:23]#[C-])(=O)=O)=CC=1.C(O)C.CC([O-])(C)C.[K+]>COCCOC>[CH3:1][C:2]1[S:3][C:4]2[CH:10]([C:22]#[N:23])[CH2:9][CH2:8][CH2:7][C:5]=2[N:6]=1
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참가 물질

6

반응물 4

HCID 702EthanolHCID 161915Tosylmethyl isocyanideHCID 149133692-Methyl-5,6-dihydrobenzo[d]thiazol-7(4H)-oneHCID 23665647Potassium tert-butoxide

생성물 1

HCID 672573622-Methyl-4,5,6,7-tetrahydrobenzo[d]thiazole-7-carbonitrile

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane
용매

실험 절차

To a stirred and cooled solution of 5,6-dihydro-2-methylbenzo[d]thiazol-7(4H)-one (1.67 g, 10 mmol) and TOSMIC (2.5 g, 13 mmol) in a mixture of DME (25 mL) and absolute ethanol (25 mL) was added solid t-BuOK (2.8 g, 24 mmol) portionwise while keeping the reaction temperature between 5 and 10° C. The resulting mixture was stirred at room temperature for 30 minutes and at 30-45° C. for 30 minutes. The resulting suspension was cooled to room temperature. The precipitate (TosK) was removed by filtration and rinsed with DME. The combined DME solutions were concentrated under reduced pressure to give the crude product, which was purified by column chromatography.

후처리

  1. customthe reaction temperature between 5 and 10° C
  2. stirringThe resulting mixture was stirred at room temperature for 30 minutes and at 30-45° C. for 30 minutes
  3. customThe precipitate (TosK) was removed by filtration
  4. washrinsed with DME
  5. concentrationThe combined DME solutions were concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-33190a766f104e7a9c9532481b7f2d87
출처 데이터셋
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08710245B2

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