3-Iodoaniline → 3-(1,3-Thiazol-2-yl)aniline

HRID 84865

반응식

HRID 84865 반응식
C([Sn](CCCC)(CCCC)[C:6]1[S:7][CH:8]=[CH:9][N:10]=1)CCC.I[C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23]>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>[S:7]1[CH:8]=[CH:9][N:10]=[C:6]1[C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23]

참가 물질

5

반응물 2

HCID 122713-IodoanilineHCID 27632592-(Tributylstannyl)-1,3-thiazole

생성물 1

HCID 110193903-(1,3-Thiazol-2-yl)aniline수율 96.7%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

반응 조건

온도
115 °C

실험 절차

The mixture of 2-tributylstannylthiazole (1.57 mL, 5.00 mmol), 3-iodoaniline (0.50 mL, 4.16 mmol) and Pd(Ph3P)4 (465 mg, 0.4 mmol) in 50 mL toluene was degassed using Ar. The mixture was then stirred under Ar at 115° C. for 3 h. The mixture was concentrated and subjected to flash column (0 to 4.5% MeOH in DCM) to isolate 3-(thiazol-2-yl)aniline (709 mg, 95% yield).

후처리

  1. customwas degassed
  2. concentrationThe mixture was concentrated

출처 및 근거

ORD 기록
ord-c51138daaf1a414e9e63f0a20878fe55
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846928B2

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