Triethylamine → 2,3-Dihydro-1,4-benzodioxin-6-yl isothiocyanate

HRID 1768564

반응식

HRID 1768564 반응식
[O:1]1[C:6]2[CH:7]=[CH:8][C:9]([NH2:11])=[CH:10][C:5]=2[O:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[C:19](Cl)(Cl)=[S:20]>C1(C)C=CC=CC=1>[CH2:3]1[CH2:2][O:1][C:6]2[CH:7]=[CH:8][C:9]([N:11]=[C:19]=[S:20])=[CH:10][C:5]=2[O:4]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 10040ThiophosgeneHCID 891481,4-Benzodioxan-6-ylamine

생성물 1

HCID 27761732,3-Dihydro-1,4-benzodioxin-6-yl isothiocyanate수율 37.3%

시약·촉매·용매 1

HCID 1140Toluene용매2회

반응 조건

온도
80 °C

실험 절차

To a mixture of 1,4-benzodioxan-6-amine (15.1 g; 100 mmol) and triethylamine (20.2 g; 200 mmol) in toluene (350 ml) was added dropwise over 10 min. thiophosgene (11.5 g; 100 mmol) in toluene (50 ml). The mixture was stirred at 80° C. for 30 min., cooled to room temperature and filtered. The filtrate was evaporated. The product was redissolved in toluene and concentrated in vacuo. The resulting oil was taken up in warm petroleum ether, which was filtered. The filtrate was concentrated to a small volume, which afforded 7.2 g of 3,4-ethylenedioxyphenylisothiocyanate.

후처리

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. customThe filtrate was evaporated
  4. dissolutionThe product was redissolved in toluene
  5. concentrationconcentrated in vacuo
  6. filtrationwhich was filtered
  7. concentrationThe filtrate was concentrated to a small volume, which

출처 및 근거

ORD 기록
ord-e8b66ff43a604f059838c162267d8a16
출처 데이터셋
uspto-grants-1995_01
특허 번호
US05378714

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