Chloral Hydrate → Acetamide, 2-(hydroxyimino)-N-phenyl-

HRID 528673ノート

反応式

HRID 528673 の反応式
N1C2C(=CC=CC=2)C(C(O)=O)=CC=1.[NH:14]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:17](=O)[C:15]1=[O:16].NC1C=CC=CC=1.ClC(Cl)(Cl)C(O)O.Cl.[NH2:40][OH:41]>>[CH:21]1[CH:20]=[CH:19][C:24]([NH:14][C:15](/[CH:17]=[N:40]/[OH:41])=[O:16])=[CH:23][CH:22]=1

参加物

6

実験手順

The quinoline-4-carboxylic acid [E] can be prepared using the classical Sandmeyer isatin synthesis followed by the Pfitzinger reacton. The aniline was reacted with chloral hydrate and hydroxylamine hydrochloride to afford the substituted isonitrosoacetanilide which was cyclized using a suitable acid catalyst to afford the isatin as described in. Alternatively the isatin can be bought from commercial sources. The isatin can then be converted into the corresponding substituted quinoline-4-carboxylic acid using the Pfitzinger reaction as in reference 17. In some instances the Pfitzinger reaction yielded a quinoline-2,4-dicarboxylic acid which was decarboxylated to the quinoline-4-carboxylic acid by reacting it in water for 2 h using a pressured tube at 200° C.

出典と根拠

ORDレコード
ord-b472b2add2f040e2bc9bb3e4ecd0d4ac
出典データセット
uspto-grants-2016_05
特許番号
US09346814B2

反応ノート

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