Toluene → 4-bromo-N-(4-chloro-phenyl)-benzimidoyl chloride

HRID 1024615ノート

反応式

HRID 1024615 の反応式
[Br:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=O)=[CH:4][CH:3]=1.S(Cl)([Cl:20])=O.C1(C)C=CC=CC=1.BrC1C=CC(C2N(C3C=CC(Cl)=CC=3)C(=O)C3C=NN(C4C=CC=C(SC)C=4)C=3N=2)=CC=1>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([Cl:20])=[N:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 24386Thionyl ChlorideHCID 774372HCID 774372、化合物HCID 247816196-(4-Bromo-phenyl)-5-(4-chloro-phenyl)-1-(3-methylsulfanyl-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

生成物 1

HCID 578981714-bromo-N-(4-chloro-phenyl)-benzimidoyl chloride

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
170 °C

実験手順

4-Bromo-N-(4-chloro-phenyl)-benzimidoyl chloride is prepared by heating 4-bromo-N-(4-chloro-phenyl)-benzamide (13.39 g, 43.2 mmol) and thionyl chloride (100 mL) for 1 h. The clear solution is concentrated and the residue obtained is coevaporated with toluene (100 mL). A solution of 5-amino-1-(3-nitro-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester (1, 4.00 g, 14.4 mmol) in dry chloroform (50 mL) is then added and the resulting mixture is concentrated to afford a dry residue. It is heated to 170° C. with out solvent for 6 h. The crude product obtained is purified by column chromatography to afford the product as greenish black solid as product (6).

後処理

  1. concentrationThe clear solution is concentrated
  2. customthe residue obtained
  3. concentrationthe resulting mixture is concentrated
  4. customto afford a dry residue
  5. customThe crude product obtained

出典と根拠

ORDレコード
ord-f7124ceec37c4dfc9cad4c1a96501fb1
出典データセット
uspto-grants-2014_05
特許番号
US08722691B2

反応ノート

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