Hydrochloric Acid → Tamsulosin Hydrochloride

HRID 1180688

반응식

HRID 1180688 반응식
[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]

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 129211Tamsulosin

생성물 1

HCID 5362376Tamsulosin Hydrochloride수율 96%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-5684f83d057a425d9f441ba2dc6f629d
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07282606B2

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