Hydrochloric Acid → Methyl (4-ethoxy-3-fluorophenyl)carbamodithioate

HRID 482556

반응식

HRID 482556 반응식
[C:1](=[S:3])=[S:2].[CH2:4]([O:6][C:7]1[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][C:8]=1[F:14])[CH3:5].[CH2:15](N(CC)CC)C.CI.Cl>CN(C)C=O>[CH2:4]([O:6][C:7]1[CH:13]=[CH:12][C:10]([NH:11][C:1](=[S:3])[S:2][CH3:15])=[CH:9][C:8]=1[F:14])[CH3:5]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 195992054-Ethoxy-3-fluoroaniline

생성물 1

HCID 19599208Methyl (4-ethoxy-3-fluorophenyl)carbamodithioate수율 58.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Reference Preparation Example [Preparation of Compound (Ie)]Carbon disulfide (2.0g, 26mmol) was added to a mixture of 4-ethoxy-3-fluoroaniline (2.7 g, 17 mmol) and triethylamine (4.0 g, 40 mmol) while stirring. The mixture was stirred at room temperature for 10 hours, N,N-dimethyl-formamide (30 ml) was added thereto and methyl iodide (2.2 g, 16 mmol) was added dropwise. The mixture was stirred at room temperature for 30 minutes and dilute hydrochloric acid was added thereto, followed by extraction with diethyl ether. The organic layer was washed with a saturated sodium chloride solution, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (elution solvent; hexane:ethyl acetate=4:1) to obtain methyl 4-ethoxy-3-fluorophenyldithiocarbamate (2.5 g, 10mmol) as crystals. m.p. 108.0° C.

후처리

  1. stirringThe mixture was stirred at room temperature for 10 hours
  2. stirringThe mixture was stirred at room temperature for 30 minutes
  3. extractionfollowed by extraction with diethyl ether
  4. washThe organic layer was washed with a saturated sodium chloride solution
  5. dry with materialdried with anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. washThe residue was subjected to silica gel column chromatography (elution solvent; hexane:ethyl acetate=4:1)

출처 및 근거

ORD 기록
ord-6173702138084652a2e5c7d329f4de51
출처 데이터셋
uspto-grants-1998_08
특허 번호
US05798384

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