1,3-Dichloro-2-isothiocyanatobenzene → N-(2,6-Dichlorophenyl)-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarbothioamide

HRID 1886587

反応式

HRID 1886587 の反応式
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[O:6][CH:7]1[CH2:10][NH:9][CH2:8]1.[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=1[N:24]=[C:25]=[S:26].[N-]=C=S>C(O)C>[Cl:16][C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:18]=1[NH:24][C:25]([N:9]1[CH2:10][CH:7]([O:6][C:5]2[CH:11]=[CH:12][CH:13]=[C:3]([C:2]([F:1])([F:14])[F:15])[CH:4]=2)[CH2:8]1)=[S:26]

参加物

5

反応物 3

HCID 1232391,3-Dichloro-2-isothiocyanatobenzeneHCID 111385383-[3-(Trifluoromethyl)phenoxy]azetidineHCID 178418790HCID 178418790、化合物

生成物 1

HCID 15053384N-(2,6-Dichlorophenyl)-3-[3-(trifluoromethyl)phenoxy]-1-azetidinecarbothioamide収率 90.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 0.04 mole of 3-[3-(trifluoromethyl) phenoxy]azetidine in 100 ml of absolute ethanol was stirred in a tap water bath while 8.16 g (0.04 mole) of 2,6-dichlorophenyl isothiocyanate was added all at once. The reaction was slightly exothermic and as the isothiocyanate began to dissolve, product began to precipitate. After stirring for 45 minutes the reaction mixture was heated on a steam bath to assure that all the isothiocyanate dissolved, and upon cooling, filtration yielded 15.2 g of white crystalline product. A portion of this material (7.9 g) was recrystallized from absolute ethanol to give 4.3 g of pure crystalline powder, m.p. 196°-197° C.

後処理

  1. additionwas added all at once
  2. dissolutionto dissolve
  3. customto precipitate
  4. temperaturewas heated on a steam bath
  5. dissolutiondissolved
  6. temperatureupon cooling
  7. filtrationfiltration

出典と根拠

ORDレコード
ord-71a098fb118844b18a444e4fc06bf0f7
出典データセット
uspto-grants-1992_09
特許番号
US05151418

関連ノート

読み込み中…