Hydrochloric Acid → N-(2-ethylhexyl)benzisothiazolin-3-one

HRID 233776

反応式

HRID 233776 の反応式
Cl[S:2][C:3]1[CH:11]=[CH:10][CH:9]=[CH:8][C:4]=1[C:5](Cl)=[O:6].[CH2:12]([CH:14]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:15][NH2:16])[CH3:13].O.Cl>C(OCC)C>[CH2:12]([CH:14]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:15][N:16]1[C:5](=[O:6])[C:4]2[CH:8]=[CH:9][CH:10]=[CH:11][C:3]=2[S:2]1)[CH3:13]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 77192-EthylhexylamineHCID 109107152-(Chlorothio)-benzoyl chloride

生成物 1

HCID 18326369N-(2-ethylhexyl)benzisothiazolin-3-one収率 64%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

2-chlorosulphenylbenzoyl chloride (10.35 parts; 0.005M) was slowly added to a stirred solution of 2-ethylhexylamine (29.8 parts; 0.23M;) in diethylether (150 ml) at below 5° C. The reactants were then stirred overnight, allowing the temperature to rise to 18° to 20° C. Iced water was then added and the mix made just acid to Congo red by dropwise addition of of concentrated hydrochloric acid, keeping the temperature below 5° C. The ether layer was then separated and dried over magnesium sulphate. The solution was then filtered and the ether evaporated leaving a syrupy oil. This was boiled with petroleum ether (bp 60°-80° C.), the ether layer decanted from some tarry material and then evaporated to dryness leaving a dark yellow oil. This oil was purified by high vacuum distillation in a Kugelrohr and 8.4 parts pale yellow liquid obtained (Yield 64% theory).

後処理

  1. customto rise to 18° to 20° C
  2. additionwas then added
  3. customthe temperature below 5° C
  4. customThe ether layer was then separated
  5. dry with materialdried over magnesium sulphate
  6. filtrationThe solution was then filtered
  7. customthe ether evaporated
  8. customleaving a syrupy oil
  9. customthe ether layer decanted from some tarry material
  10. customevaporated to dryness
  11. customleaving a dark yellow oil
  12. distillationThis oil was purified by high vacuum distillation in a Kugelrohr and 8.4 parts pale yellow liquid
  13. customobtained (Yield 64% theory)

出典と根拠

ORDレコード
ord-15ad9af2642343208b275ae799b27b5b
出典データセット
uspto-grants-1997_01
特許番号
US05594018

関連ノート

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