Chlorine → 4-Methoxy-3-(6-methoxy-3-pyridylmethyl)phenylthiocyanate

HRID 35285ノート

反応式

HRID 35285 の反応式
ClCl.[Pb]([S:7][C:8]#[N:9])SC#N.[CH3:10][O:11][C:12]1[N:17]=[CH:16][C:15]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=2[O:25][CH3:26])=[CH:14][CH:13]=1>C(O)(=O)C>[CH3:26][O:25][C:20]1[CH:21]=[CH:22][C:23]([S:7][C:8]#[N:9])=[CH:24][C:19]=1[CH2:18][C:15]1[CH:16]=[N:17][C:12]([O:11][CH3:10])=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 24526ChlorineHCID 516874BleirhodanidHCID 146734412-(6-Methoxy-3-pyridylmethyl)-anisole

生成物 1

HCID 146735234-Methoxy-3-(6-methoxy-3-pyridylmethyl)phenylthiocyanate収率 123.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

To dry acetic acid (250 ml, dried by refluxing with 5% acetic anhydride for 4.5 hours) was added dry chlorine (16.00 g). Lead thiocyanate (36.48 g) was added in portions with rapid stirring then after 40 minutes 2-(6-methoxy-3-pyridylmethyl)-anisole (45.85 g) in dry acetic acid (175 ml) was added slowly from a dropping funnel. The mixture was stirred at room temperature for 20 hours, filtered, poured into water (approximately 2 liters) and extracted with chloroform. The combined chloroform extracts were washed with water, 2N sodium hydroxide, water, then dried with anhydrous magnesium sulphate and evaporated to dryness to give an orange gum which was crystallised from chloroform/petroleum spirit (60°-80°) to give 4-methoxy-3-(6-methoxy-3-pyridylmethyl)phenylthiocyanate as a yellow solid (39.89 g, 55%), m.p. 56°-58°.

後処理

  1. stirringThe mixture was stirred at room temperature for 20 hours
  2. filtrationfiltered
  3. additionpoured into water (approximately 2 liters)
  4. extractionextracted with chloroform
  5. washThe combined chloroform extracts were washed with water, 2N sodium hydroxide, water
  6. dry with materialdried with anhydrous magnesium sulphate
  7. customevaporated to dryness
  8. customto give an orange gum which
  9. customwas crystallised from chloroform/petroleum spirit (60°-80°)

出典と根拠

ORDレコード
ord-bf5b44fd945d483283e8cc95fd7113aa
出典データセット
uspto-grants-1988_08
特許番号
US04766121

反応ノート

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