Hydrochloric Acid → HCID 21433373、化合物

HRID 2398634ノート

反応式

HRID 2398634 の反応式
[C:1](=[S:14])([S:9][CH2:10][C:11](Cl)=[CH2:12])[NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl.C(=O)([O-])[O-].[Na+].[Na+]>O>[C:3]1([N:2]=[C:1]2[S:14][C:11]([CH3:12])=[CH:10][S:9]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 214333822-Chloroprop-2-en-1-yl phenylcarbamodithioate

生成物 1

HCID 21433373HCID 21433373、化合物収率 50.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In a suitable reaction vessel, 2-chloroallyl dithiocarbanilate (20.3 g, 0.0834 mol) and concentrated hydrochloric acid (26.2 ml, ca. 0.326 mol) are mixed and heated at reflux temperatures for 5 hours. The resulting solution is cooled to room temperature and is diluted with water. Solid sodium carbonate is added to the solution to raise the pH to 6 and the reaction mixture is then extracted with ether. The ether layer is separated and washed with 6N hydrochloric acid. The resulting aqueous acidic layer is neutralized with sodium carbonate and the separated product is extracted with ether. The ether layer is washed with water, dried over anhydrous magnesium sulfate and evaporated to dryness in vacuo to leave crude 2-phenylimino-4-methyl-1,3-dithiole which crystallizes on standing. The crude product is recrystallized from petroleum ether to yield 8.8 g of the purified product, a tan solid melting at from 44.5° C. to 49.5° C.

後処理

  1. temperatureheated
  2. temperatureat reflux temperatures for 5 hours
  3. temperatureto raise the pH to 6
  4. extractionthe reaction mixture is then extracted with ether
  5. customThe ether layer is separated
  6. washwashed with 6N hydrochloric acid
  7. extractionthe separated product is extracted with ether
  8. washThe ether layer is washed with water
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customevaporated to dryness in vacuo
  11. customto leave crude 2-phenylimino-4-methyl-1,3-dithiole which
  12. customcrystallizes
  13. customThe crude product is recrystallized from petroleum ether

出典と根拠

ORDレコード
ord-7741a3f5b9654ea9923105430592d296
出典データセット
uspto-grants-1977_05
特許番号
US04025532

反応ノート

読み込み中…