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Triethylamine → HCID 42633832, 화합물

HRID 1009056
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HRID 1009056 반응식
[CH3:1][O:2][CH2:3][CH2:4][C:5]1[S:9][C:8]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:7][C:6]=1[CH3:14].Cl[C:16](OC1C=CC=CC=1)=[O:17].C(N(CC)CC)C.[CH2:32]([C:34]1[N:35]=[C:36]([NH2:41])[S:37][C:38]=1[S:39][CH3:40])[CH3:33]>C(#N)C>[CH2:32]([C:34]1[N:35]=[C:36]([NH:41][C:16]([NH:13][S:10]([C:8]2[S:9][C:5]([CH2:4][CH2:3][O:2][CH3:1])=[C:6]([CH3:14])[CH:7]=2)(=[O:12])=[O:11])=[O:17])[S:37][C:38]=1[S:39][CH3:40])[CH3:33]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 15891Phenyl chloroformateHCID 67274431HCID 67274431, 화합물HCID 86630962HCID 86630962, 화합물

생성물 1

HCID 42633832HCID 42633832, 화합물수율 68%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

5-(2-Methoxy-ethyl)-4-methyl-thiophene-2-sulfonic acid amide (0.235 g, 1.00 mmol) was dissolved in 6 mL of abs. acetonitrile and treated successively with phenyl chloroformate (0.157 g, 1.00 eq.) and triethylamine (0.348 mL, 2.5 eq.), and the mixture kept at ambient temperature for 1. h. The above prepared 4-ethyl-5-methylsulfanyl-thiazol-2-ylamine (0.211 g, 1.00 eq. as hydrochloride) was then added, and the mixture heated to 60° C. over night. Cooling, pouring onto crashed ice, twofold extraction with ethyl acetate, washing with brine, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, ethyl acetate/MeOH=95/5) and trituration over heptane yielded 0.296 g of the title compound as light brown solid.

후처리

  1. customkept at ambient temperature for 1
  2. additionwas then added
  3. temperatureCooling
  4. additionpouring
  5. extractionice, twofold extraction with ethyl acetate
  6. washwashing with brine
  7. dry with materialdrying over sodium sulfate, and evaporation of the solvents

출처 및 근거

ORD 기록
ord-119f63ccebb6416d9dc9da17a48aedd5
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07973051B2

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