3,5-Dichlorobenzoic acid → HCID 178462985、化合物

HRID 273118

反応式

HRID 273118 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([Cl:11])[CH:10]=1)[C:5](O)=O.C(N(CC)CC)C.ClC(OC[CH:24]([CH3:26])C)=O.C[NH:28][C:29](=[S:32])[NH:30][NH2:31]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:5]2[N:28]([CH2:24][CH3:26])[C:29]([SH:32])=[N:30][N:31]=2)[CH:8]=[C:9]([Cl:11])[CH:10]=1

参加物

6

反応物 4

HCID 58113,5-Dichlorobenzoic acidHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 2723853N-Methylhydrazinecarbothioamide

生成物 1

HCID 178462985HCID 178462985、化合物収率 8.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
70 °C

実験手順

3,5-Dichloro-benzoic acid (382 mg, 2 mmol) was mixed with triethylamine (606 mg, 3 mmol) in THF (6 ml) at 10° C. Then isobutyl chloroformate (300 mg, 2.2 mmol) was added dropwise and stirred for 45 min. To the reaction mixture, 4-methyl-3-thiosemicarbazide (238.4 mg, 2 mmol) was added. After being stirred at room temperature for 10 min, the reaction mixture was heated to 70° C. overnight. Standard work-up. The product was purified by column chromatography with 25˜30% ethyl acetate in hexanes to give 46.4 mg (8.5%) of 5-(3,5-dichloro-phenyl)-4-ethyl-4H-[1,2,4]triazole-3-thiol.

後処理

  1. stirringAfter being stirred at room temperature for 10 min
  2. customThe product was purified by column chromatography with 25˜30% ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-e822db12a34d4ad296bf027c2f54e953
出典データセット
uspto-grants-2008_11
特許番号
US07456200B2

関連ノート

読み込み中…