Water → Dibenz(b,f)azepine

HRID 9715

反応式

HRID 9715 の反応式
O.[Br-].[NH+]1C=CC=CC=1.[CH3:9][O:10][C:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[NH:15][C:14]2[CH:22]=[CH:23][CH:24]=[CH:25][C:13]=2[CH:12]=1>C1(C)C=CC=CC=1>[CH3:9][O:10][C:11]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[NH:15][C:14]2[CH:22]=[CH:23][CH:24]=[CH:25][C:13]=2[CH:12]=1.[CH:19]1[CH:20]=[CH:21][C:16]2[NH:15][C:14]3[CH:22]=[CH:23][CH:24]=[CH:25][C:13]=3[CH:12]=[CH:11][C:17]=2[CH:18]=1

参加物

6

反応物 3

HCID 962WaterHCID 7842410-MethoxyiminostilbeneHCID 11309665Pyridinium bromide

生成物 2

HCID 9212Dibenz(b,f)azepineHCID 7842410-Methoxyiminostilbene

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
22 °C

実験手順

In a three-neck flask (500 ml), equipped with a mechanical stirring apparatus, 15 ml water was introduced, followed by pyridinium bromide (71.75 g, 0.45 mole; Chemadaa' (Nir Yitshak, Israel)). The mixture was stirred at room temperature (22° C.) for about 10 minutes. Then 250 ml toluene was added, followed by 50 g (0.224 mol) of 10-methoxy-5H-dibenz[b,f]azepine (compound of formula (4), wherein R4 is methoxy). [Note: 10-methoxy-5H-dibenz[b,f]azepine may be obtained from iminostilbene according to the process disclosed in U.S. Pat. No. 5,808,058. 10-methoxy-5H-dibenz[b,f]azepine also is commercially available from various suppliers, including Zhejiang Jiuzhou Pharmaceutical Co., Ltd. (Zhejiang, China), and Ningbo Chongyangtang Biologic Tech Co., Ltd. (Ningbo, China)] NaOCN (45 g, 0.69 mol; OCI Corp., South Korea) was added and the reaction was mixed for about 7–8 hours at room temperature (22° C.). After 7–8 hours, 125 ml of water was added, and the mixture was stirred for about 15 minutes. The resulting solid carbamate of formula (1), 10-methoxy-5H-dibenz[b,f]azepine-5-carboxamide, was filtered and washed with 50 ml of water. The organic layer was separated and washed with water (2×50 ml).

後処理

  1. additionwas introduced

出典と根拠

ORDレコード
ord-f7642185c55d4f79854bb03e5e344c61
出典データセット
uspto-grants-2006_08
特許番号
US07091339B2

関連ノート

読み込み中…