Triethylamine → HCID 54344471、化合物

HRID 1835026

反応式

HRID 1835026 の反応式
[OH:1][N:2]=[C:3]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)[C:4]#[N:5].C(N(CC)CC)C.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>O1CCCC1>[CH3:18][S:19]([O:1][N:2]=[C:3]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)[C:4]#[N:5])(=[O:21])=[O:20]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 73667355Alpha-Oximino-2-Thienylacetonitrile

生成物 1

HCID 54344471HCID 54344471、化合物収率 91%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

In general analogy to the reaction described under 3.2, 38 g (0.25 mol) of α-hydroxyiminothiophene-2-acetonitrile and 37.95 g (0.375 mol) of triethylamine are dissolved in 350 ml of tetrahydrofuran and to this solution is then added dropwise a solution of 31.5 g (0.275 mol) of methanesulfonyl chloride at 0-5° C. After the addition is complete, the mixture is stirred for 30 minutes at 0° C. and then overnight at room temperature. The reaction mixture is filtered, the filtrate is washed with saturated sodium chloride solution and dried over magnesium sulfate. The solvent is distilled off on a rotary evaporator, giving a grey solid which is then recrystallised from toluene. 52.4 g (91%) of α-(methylsulfonyloxyimino)thiophene-2-acetonitrile are obtained in the form of beige crystals having an m.p. of 108-111° C. The 1H-NMR spectrum shows it to be a 55:45 mixture of the cis- and trans-isomers.

後処理

  1. additionAfter the addition
  2. customovernight
  3. customat room temperature
  4. filtrationThe reaction mixture is filtered
  5. washthe filtrate is washed with saturated sodium chloride solution
  6. dry with materialdried over magnesium sulfate
  7. distillationThe solvent is distilled off on a rotary evaporator
  8. customgiving a grey solid which
  9. customis then recrystallised from toluene

出典と根拠

ORDレコード
ord-3fd58907e560402b9a560b1054ade8ea
出典データセット
uspto-grants-2004_08
特許番号
US06770420B2

関連ノート

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