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

HRID 862990ノート

反応式

HRID 862990 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4d47a736f47e408194dbdd30ab0b92b2
出典データセット
uspto-grants-1998_02
特許番号
US05719278

反応ノート

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