Triethylamine → 2-[(3,4-Dichlorophenyl)sulfanyl]-5-(trifluoromethyl)-1,3,4-thiadiazole

HRID 839948

反応式

HRID 839948 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.[Cl:11][C:12]1[CH:13]=[C:14]([SH:19])[CH:15]=[CH:16][C:17]=1[Cl:18].C(N(CC)CC)C>C(O)C>[Cl:11][C:12]1[CH:13]=[C:14]([S:19][C:2]2[S:3][C:4]([C:7]([F:10])([F:9])[F:8])=[N:5][N:6]=2)[CH:15]=[CH:16][C:17]=1[Cl:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 799643,4-DichlorobenzenethiolHCID 128746852-Bromo-5-(trifluoromethyl)-1,3,4-thiadiazole

生成物 1

HCID 543536242-[(3,4-Dichlorophenyl)sulfanyl]-5-(trifluoromethyl)-1,3,4-thiadiazole収率 76%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

130.5 g (0.66 mole) of 2-bromo-5-trifluoromethyl-1,3,4-thiadiazole were added dropwise to a solution of 98.1 g (0.66 mole) of 3,4dichloro-thiophenol and 57.6 g (0.66 mole) of triethylamine in 500 ml of ethanol. An exothermic effect was observed and a white precipitate separated out. The mixture was stirred for a further 2 hours under reflux, concentrated to half in vacuo and introduced into 1 liter of ice water. The white precipitate was filtered off, dried over phosphorus pentoxide and recrystallized from about 300 ml of petroleum ether. 147 g (76% of theory) of 2-(3',4' -dichlorophenylthio)-5-trifluoromethyl-1,3,4-thiadiazole of melting point 46° C were obtained.

後処理

  1. customa white precipitate separated out
  2. temperatureunder reflux
  3. concentrationconcentrated to half in vacuo
  4. additionintroduced into 1 liter of ice water
  5. filtrationThe white precipitate was filtered off
  6. dry with materialdried over phosphorus pentoxide
  7. customrecrystallized from about 300 ml of petroleum ether

出典と根拠

ORDレコード
ord-67fa17f57c2a4dfcb6a0471ef1a7116b
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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