Phenyl Isothiocyanate → 5-Chloro-N-phenyl-1,3-benzodithiol-2-imine

反応式

[C:1]1([N:7]=[C:8]=[S:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18]N=N[C:15]=2[CH:19]=1>>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]2[S:18][C:8](=[N:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[S:9][C:15]=2[CH:19]=1

参加物

反応物 2

HCID 7673Phenyl Isothiocyanate

HCID 124949945-Chlorobenzo[d][1,2,3]thiadiazole

生成物 1

HCID 203138485-Chloro-N-phenyl-1,3-benzodithiol-2-imine収率 24.6%

反応条件

温度: 220 °C

実験手順

Phenylisothiocyanate (8.8g) and 5-chloro-1,2,3-benzothiadiazole (3.75g) are combined under an inert atmosphere and heated at 220° C until nitrogen evolution ceases. Initial purification of the product is accomplished by dry column chromatography (600g alumina column, benzene solvent). The product is further purified with a methylene chloride wash and recrystallization (twice) from pentane to yield 1.5g of the title compound, melting point 71°-73° C.

後処理

customInitial purification of the product
dry with materialby dry column chromatography (600g alumina column, benzene solvent)
customThe product is further purified with a methylene chloride
washwash
customrecrystallization (twice) from pentane

出典と根拠

ORDレコード: ord-f202f30cfad24635a7747b126d4a240b
出典データセット: uspto-grants-1978_08
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US04104467

反応ノート

読み込み中…

参加物