Hydroxyamine hydrochloride → 1-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-hydroxyiminocyclohexan-4-yl)-3,4-dihydro-2(1H)-quinazolinone

HRID 394090ノート

反応式

HRID 394090 の反応式
Cl.[NH2:2][OH:3].[C:4]([O-:7])(O)=O.[Na+].[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=1[N:17]1[C:26]2[C:21](=[C:22]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[Cl:40])[CH:23]=[C:24]([CH:27]3[CH2:32][CH2:31][C:30](=O)[CH2:29][CH2:28]3)[CH:25]=2)[CH2:20][NH:19]C1=O>CO>[Cl:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=1[N:17]1[C:26]2[C:21](=[C:22]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=3[Cl:40])[CH:23]=[C:24]([CH:27]3[CH2:32][CH2:31][C:30](=[N:2][OH:3])[CH2:29][CH2:28]3)[CH:25]=2)[CH2:20][NH:19][C:4]1=[O:7]

参加物

5

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 226480091-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-cyclohexanon-4-yl)-3,4-dihydro-2(1H)-quinazolinone2 回

生成物 1

HCID 226481531-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-hydroxyiminocyclohexan-4-yl)-3,4-dihydro-2(1H)-quinazolinone

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of hydroxylamine hydrochloride (29 mg, 0.416 mmol) in methanol (1.0 mL) was added solid NaHCO3 (37 mg, 0.437 mmol). After stirring 15 minutes at RT 1-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-cyclohexanon-4-yl)-3,4-dihydro-2(1H)-quinazolinone (52 mg, 0.104 mmol) (INTERMEDIATE 73) was added. After stirring 18 hours the solution was concentrated. The residue was suspended in DCM and the solid filtered. The filtrate solution was concentrated and the residue purified by preparative thin layer chromatography using 5% MeOH in DCM as the eluent to give 1-(2,6-Dichlorophenyl)-5-(2-chlorophenyl)-7-(1-hydroxyiminocyclohexan-4-yl)-3,4-dihydro-2(1H)-quinazolinone. 1H NMR (CDCl3, 500 MHz): selected data 1.53 (m, 2H), 1.87 (dt, 1H, J=5.4, 14.2 Hz), 1.98 (m, 2H), 2.19 (m, 1H), 2.57 (brd, 1H, J=14.4 Hz), 2.64 (m, 1H), 3.38 (brd, 1H, J=15.2 Hz).

後処理

  1. additionwas added
  2. concentrationwas concentrated
  3. filtrationthe solid filtered
  4. concentrationThe filtrate solution was concentrated
  5. customthe residue purified by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-70e333731d734a9d97b4dda8c4631195
出典データセット
uspto-grants-2004_10
特許番号
US06809199B2

反応ノート

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