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2,4-Difluoroaniline → Diflufenican

HRID 566584
ノート
印刷プレビュー

反応式

HRID 566584 の反応式
Cl[C:2]1[C:3]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1.[F:19][C:20]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:21]=1[NH2:22].[C:28](=O)([O-])[O-:29].[Na+].[Na+]>C1(C)C(C)=CC=CC=1.C1(P(C2C=CC=CC=2)C2[C-](C(P(C(C)(C)C)C(C)(C)C)C)C=CC=2)C=CC=CC=1.[CH-]1C=CC=C1.[Fe+2]>[F:19][C:20]1[CH:26]=[C:25]([F:27])[CH:24]=[CH:23][C:21]=1[NH:22][C:28]([C:2]1[C:3]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:10]=2)=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:29]
参加物実験手順出典と根拠反応ノート

参加物

6

反応物 3

HCID 97092,4-DifluoroanilineHCID 10340Sodium CarbonateHCID 180084773-Chloro-2-(3-(trifluoromethyl)phenoxy)pyridine

生成物 1

HCID 91735Diflufenican収率 60.9%

試薬・触媒・溶媒 2

HCID 76007372(+/-)-1-[2-(Diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine触媒
HCID 7237
O-Xylene
溶媒

実験手順

Analogously to Example 3, 6.84 g (25 mmol) of 3-chloro-2-(3-trifluoromethyl)phenoxypyridine (prepared according to Example 2), 4.84 g (37.5 mmol) of 2,4-difluoroaniline, 2.92 g (27.5 mmol) of sodium carbonate, 17.5 mg (25 μmol) of dichlorobis(triphenylphosphine)palladium(lI) and 0.31 g (0.75 mmol) of (±)-1-[2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine in 25 ml of xylene were reacted under a CO pressure of 15 bar at 150° C. for 19 hours. The conversion was ca. 70 percent. The mixture was worked up as in Example 3 to give 6 g of crude product in the form of a yellow crystalline solid. It was purified by recrystallization from 50 ml of methylcyclohexane. The yield of the title compound was 3.25 g (33 percent) of a white solid. Other data concerning the title compound was:

出典と根拠

ORDレコード
ord-d5e8953fdcdd45beb2feb35d6bcbbd0a
出典データセット
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06175011B1

反応ノート

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