Hydrogen Bromide → 2-Bromo-5-(trifluoromethyl)-1,3,4-thiadiazole

HRID 839947

反応式

HRID 839947 の反応式
N([O-])=O.[Na+].N[C:6]1[S:7][C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][N:10]=1.[BrH:15]>O>[Br:15][C:6]1[S:7][C:8]([C:11]([F:14])([F:13])[F:12])=[N:9][N:10]=1

参加物

5

反応物 3

HCID 260Hydrogen BromideHCID 826341,3,4-Thiadiazol-2-amine, 5-(trifluoromethyl)-HCID 23668193Sodium Nitrite

生成物 1

HCID 128746852-Bromo-5-(trifluoromethyl)-1,3,4-thiadiazole収率 87%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

A solution of 69 g (1.0 mole) of sodium nitrite in 150 ml of water was added dropwise over the course of 1.5 hours, while stirring, to a solution, cooled to +5° C, of 84.5 g (0.5 mole) of 2-amino-5-trifluoromethyl-1,3,4-thiadiazole in a mixture of 400 ml of hydrogen bromide (48% strength) and 100 ml of water. Thereafter, the evolution of the nitrous gases and of the nitrogen was completed by stirring at 25° C (1 hour). The product separated out as a dark brown, heavy liquid and was abstracted from the reaction mixture by repeated extraction with a total of 500 ml of methylene chloride. After washing with 2 × 100 ml of water, drying over sodium sulfate and careful distillation of the solvent, the residue was fractionated in vacuo through a short column. 101 g (87% of theory) of 2-bromo-5-trifluoromethyl-1,3,4-thiadiazole of boiling point 55° C/10 mm Hg were obtained. ##STR80##

後処理

  1. stirringby stirring at 25° C (1 hour)
  2. customThe product separated out as a dark brown, heavy liquid
  3. extractionwas abstracted from the reaction mixture by repeated extraction with a total of 500 ml of methylene chloride
  4. washAfter washing with 2 × 100 ml of water
  5. dry with materialdrying over sodium sulfate and careful distillation of the solvent

出典と根拠

ORDレコード
ord-590395cb16104f2e9105cd5fe4d4a8a9
出典データセット
uspto-grants-1978_06
特許番号
US04097669

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