Hydrochloric Acid → 5-(Trifluoromethyl)-1,3,4-thiadiazole-2(3H)-thione

HRID 839950

反応式

HRID 839950 の反応式
Br[C:2]1[S:3][C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][N:6]=1.NC(N)=[S:13].[OH-].[K+].Cl>C(O)C.O>[SH:13][C:2]1[S:3][C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][N:6]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 2723790ThioureaHCID 128746852-Bromo-5-(trifluoromethyl)-1,3,4-thiadiazole

生成物 1

HCID 1785062845-(Trifluoromethyl)-1,3,4-thiadiazole-2(3H)-thione収率 59.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

699 g (3 moles) of 2-bromo-5-trifluoromethyl-1,3,4-thiadiazole and 248 g (3.3 moles) of thiourea in a mixture of 600 ml of ethanol and 75 ml of water were heated for 2 hours under reflux. A solution of 223 g of potassium hydroxide in 2 liters of water was rapidly added dropwise to the reaction solution while it was still hot, and the mixture was once more heated under reflux, for 5 minutes. The cooled solution was adjusted to pH 5 with dilute hydrochloric acid and extracted repeatedly with methylene chloride. After drying and concentrating, the residue was recrystallized from a litte petroleum ether. The mother liquor yielded further product. 330 g (59% of theory) of 2-mercapto-5-trifluoromethyl-1,3,4-thiadiazole of melting point 73° C were obtained. ##STR85##

後処理

  1. temperaturewere heated for 2 hours
  2. temperatureunder reflux
  3. temperaturethe mixture was once more heated
  4. temperatureunder reflux, for 5 minutes
  5. extractionextracted repeatedly with methylene chloride
  6. customAfter drying
  7. concentrationconcentrating
  8. customthe residue was recrystallized from a litte petroleum ether
  9. customThe mother liquor yielded further product

出典と根拠

ORDレコード
ord-6c9548cdd0e74e8c940976af7dbedd69
出典データセット
uspto-grants-1978_06
特許番号
US04097669

関連ノート

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