Water → 1-t-Butylazo-1-isothiocyanatocyclohexane

HRID 436729

反応式

HRID 436729 の反応式
[S-:1][C:2]#[N:3].[Na+].[C:5]([N:9]=[N:10][C:11]1(Cl)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:8])([CH3:7])[CH3:6].O.[Cl-].[Na+]>C(O)(C)C>[C:5]([N:9]=[N:10][C:11]1([N:3]=[C:2]=[S:1])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)([CH3:8])([CH3:6])[CH3:7]

参加物

6

反応物 4

HCID 962WaterHCID 5234Sodium ChlorideHCID 516871Sodium thiocyanateHCID 233447841-t-Butylazo-1-chlorocyclohexane

生成物 1

HCID 214311441-t-Butylazo-1-isothiocyanatocyclohexane

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
5 °C

実験手順

To a stirred solution of 91.5 grams (1.05 moles) of sodium thiocyanate in 450 ml of 75% aqueous isopropanol in a 2 liter jacketed reactor, cooled to 5° C., was added 203.2 grams (1.0 moles) of 1-t-butylazo-1-chlorocyclohexane holding the reaction temperature at 10°-20° C. After the addition was complete, the reaction mixture was stirred an additional 90 minutes at room temperature, 900 ml of water added and the reaction stirred until the sodium chloride dissolved. The product was extracted with 300 ml pentane, the pentane extract washed successively with water, 10% NaHCO3 solution, water, dried over anhydrous sodium sulfate, filtered and the pentane evaporated under reduced pressure to leave 173 grams (75% crude yield) of a yellow liquid. The product had a broad band at approximately 2040 cm-1 in its infrared spectrum which is indicative of the isothiocyano band in these compounds. There was no band at 2170 cm-1 (thiocyano band).

後処理

  1. additionAfter the addition
  2. dissolutiondissolved
  3. extractionThe product was extracted with 300 ml pentane
  4. extractionthe pentane extract
  5. washwashed successively with water, 10% NaHCO3 solution, water
  6. dry with materialdried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customthe pentane evaporated under reduced pressure
  9. customto leave 173 grams (75% crude yield) of a yellow liquid

出典と根拠

ORDレコード
ord-380fb8531ac34eec9410718747d80c15
出典データセット
uspto-grants-1977_06
特許番号
US04028344

関連ノート

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