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

HRID 1024615노트

반응식

HRID 1024615 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
170 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f7124ceec37c4dfc9cad4c1a96501fb1
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722691B2

반응 노트

불러오는 중…