Hydrochloric Acid → Tamsulosin Hydrochloride

HRID 1180688

反応式

HRID 1180688 の反応式
[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][NH:13][C@@H:14]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1)[CH3:15].[ClH:29]>C(Cl)Cl>[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][NH:13][C@@H:14]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1)[CH3:15].[ClH:29]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 129211Tamsulosin

生成物 1

HCID 5362376Tamsulosin Hydrochloride収率 96%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tamsulosin 1 (2.011 g, 4.917 mmol) in CH2Cl2 (50 mL) was bubbled with excess dry HCl(g) at 0-5° C. for 1.0 h. The resultant precipitate was filtered and dried under vacuum at room temperature to obtain tamsulosin•HCl (2.091 g, 4.699 mmol) as white solids in 96% yield: mp (recrystallized from 50% MeOH in EtOH) 230-231° C.; specific rotation α D20=−5.3843°; 1H NMR (D2O, 400 MHz) δ 1.14-1.17 (m, 6 H, NCHCH3+OCH2CH3), 2.71-2.76 (m, 1 H, ArCHH), 2.95-3.00 (m, 1 H, ArCHH), 3.36-3.43 (m, 2 H, NCH2), 3.53-3.55 (m, 1 H, NCH), 3.75 (s, 3 H, OCH3), 3.94-3.97 (m, 2 H, MeCH2O), 4.04-4.19 (m, 2 H, OCH2CH2), 6.84-6.96 (m, 5 H, ArH), 7.35 (d, J=8.8 Hz, 1 H, ArH), 7,54 (s, 1 H, ArH); IR (neat) 3304 (m), 3168 (m), 2981 (m), 1610 (m), 1589 (m), 1500 (s), 1458 (m), 1392 (m), 1339 (s), 1251 (s), 1215 (s), 1160 (s), 1128 (s), 1072 (m), 1046 (m), 1018 (m), 820 (m), 749 (s), 718 (m) cm−1.

後処理

  1. filtrationThe resultant precipitate was filtered
  2. customdried under vacuum at room temperature

出典と根拠

ORDレコード
ord-5684f83d057a425d9f441ba2dc6f629d
出典データセット
uspto-grants-2007_10
特許番号
US07282606B2

関連ノート

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