Triethylamine → 2-(4,5-Dichloro-imidazol-2-yl)-5-amino-1,3,4-thiadiazole

HRID 1447969ノート

反応式

HRID 1447969 の反応式
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].C(N(CC)CC)C.[Cl:13][C:14]1[N:15]=[C:16]([C:20](Cl)(Cl)Cl)[NH:17][C:18]=1[Cl:19]>C(O)C>[Cl:13][C:14]1[N:15]=[C:16]([C:20]2[S:4][C:3]([NH2:5])=[N:2][N:1]=2)[NH:17][C:18]=1[Cl:19]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 2723789ThiosemicarbazideHCID 124825734,5-Dichloro-2-(trichloromethyl)-1H-imidazole

生成物 1

HCID 1357554472-(4,5-Dichloro-imidazol-2-yl)-5-amino-1,3,4-thiadiazole収率 76.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

9.1 g (0.1 mol) of thiosemicarbazide and 40.4 g (0.4 mol) of triethylamine were stirred in 200 ml of ethanol until a clear solution had formed. 25.4 g (0.1 mol) of 4,5-dichloro-2-trichloromethyl-imidazole were added to this solution incrementally at 0°-5° C., while stirring. The mixture was stirred for a further 1 hour with cooling, for 1 hour at room temperature and for 1 hour at 50° C. After cooling, the amine-hydrochloride was filtered off and the filtrate was evaporated in vacuo. The residue was treated with water, the mixture was acidified with hydrochloric acid and the product was filtered off, washed with water and dried. 18 g (76.5% of theory) of 2-(4,5-dichloro-imidazol-2-yl)-5-amino-1,3,4-thiadiazole were obtained. Melting point: 147° C. (with decomposition) (from ethyl acetate/ligroin).

後処理

  1. customhad formed
  2. stirringThe mixture was stirred for a further 1 hour
  3. temperatureAfter cooling
  4. filtrationthe amine-hydrochloride was filtered off
  5. customthe filtrate was evaporated in vacuo
  6. additionThe residue was treated with water
  7. filtrationthe product was filtered off
  8. washwashed with water
  9. customdried

出典と根拠

ORDレコード
ord-d428a844aae74bd2a1c288981cc598ae
出典データセット
uspto-grants-1979_12
特許番号
US04179277

反応ノート

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