Triethylamine → 4-(4-Nitrobenzyl)-5,6,7,8-tetrahydro-4H-thieno[3,2-b]-azepine

HRID 862990노트

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HRID 862990 반응식
[S:1]1[C:10]2[CH2:9][CH2:8][CH2:7][CH2:6][NH:5][C:4]=2[CH:3]=[CH:2]1.C(N(CC)CC)C.[N+:18]([C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=O)=[CH:23][CH:22]=1)([O-:20])=[O:19]>ClCCl>[N+:18]([C:21]1[CH:29]=[CH:28][C:24]([CH2:25][N:5]2[CH2:6][CH2:7][CH2:8][CH2:9][C:10]3[S:1][CH:2]=[CH:3][C:4]2=3)=[CH:23][CH:22]=1)([O-:20])=[O:19]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 85024-Nitrobenzoyl chlorideHCID 118049715,6,7,8-Tetrahydro-4H-thieno[3,2-B]azepine

생성물 1

HCID 196990844-(4-Nitrobenzyl)-5,6,7,8-tetrahydro-4H-thieno[3,2-b]-azepine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

To a solution of 10.71 g of 5,6,7,8-tetra-hydro-4H-thieno[3,2-b]azepine and 19.4 ml of triethylamine in 150 ml of dichloromethane under argon is added in small portions 4-nitrobenzoyl chloride (exothermic). The mixture is stirred for 3 hours at 25° C. and then washed with water, sodium bicarbonate solution, brine and dried (Na2SO4). The solvent is removed, the residue dried under vacuum and recrystallized by dissolving in hot ethyl acetate and diluting with hexane. Chilling overnight and filtering gives 16 g of light brown crystals, m.p. 141°-142° C.

후처리

  1. washwashed with water, sodium bicarbonate solution, brine
  2. dry with materialdried (Na2SO4)
  3. customThe solvent is removed
  4. customthe residue dried under vacuum
  5. customrecrystallized
  6. dissolutionby dissolving in hot ethyl acetate
  7. additiondiluting with hexane
  8. temperatureChilling overnight
  9. filtrationfiltering

출처 및 근거

ORD 기록
ord-4d47a736f47e408194dbdd30ab0b92b2
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719278

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