Sodium Carbonate → 2-Amino-6-chloro-5-(3,5-dichlorophenyl)benzonitrile

HRID 52626

반응식

HRID 52626 반응식
[NH2:1][C:2]1[CH:9]=[CH:8][C:7](Br)=[C:6]([Cl:11])[C:3]=1[C:4]#[N:5].[Cl:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[C:17]([Cl:19])[CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[NH2:1][C:2]1[CH:9]=[CH:8][C:7]([C:15]2[CH:14]=[C:13]([Cl:12])[CH:18]=[C:17]([Cl:19])[CH:16]=2)=[C:6]([Cl:11])[C:3]=1[C:4]#[N:5]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 27343313,5-Dichlorophenylboronic acidHCID 543850846-Amino-3-bromo-2-chlorobenzonitrile

생성물 1

HCID 541017212-Amino-6-chloro-5-(3,5-dichlorophenyl)benzonitrile수율 63.9%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

실험 절차

This compound was prepared in a manner analogous to that of Step D of Example 1, using 2.3 grams (0.010 mole) of 2-amino-5-bromo-6-chlorobenzonitrile (prepared as in Step A of Example 2), 2.9 grams (0.015 mole) of 3,5-dichlorophenylboronic acid, 0.1 gram (catalyst) of tetrakis(triphenylphosphine)palladium(0), and 30 mL of aqueous 2M sodium carbonate in 75 mL of toluene. The solid product was recrystallized from toluene, yielding 1.9 grams of 2-amino-6-chloro-5-(3,5-dichlorophenyl)benzonitrile. The NMR spectrum was consistent with the proposed structure.

후처리

  1. customThis compound was prepared in a manner analogous to that of Step D of Example 1
  2. customThe solid product was recrystallized from toluene

출처 및 근거

ORD 기록
ord-0d644f32164c41a88910cfe52f7390a7
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616718

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