Hydrochloric Acid → Benzo[b]thiophen-2-amine hydrochloride
Reaction equation
C(OC(=O)[NH:7][C:8]1[S:12][C:11]2[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=2[CH:9]=1)(C)(C)C.[ClH:18]>O1CCOCC1>[ClH:18].[S:12]1[C:8]([NH2:7])=[CH:9][C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]1=2Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Compound 1-B (1.45 g, 5.81 mmol) was added to a solution of HCl in dioxane (4 N, 20 mL), and the mixture was stirred at rt until all the starting material was consumed. The mixture was diluted with diethyl ether, the product collected by filtration, and washed with diethyl ether, to afford compound 1-C as an off-white solid (0.89 g, 83%). 1H-NMR (DMSO-d6): δ 6.43 (s, 1H), 6.8-7.2 (br s, 3H) superimposed on 7.05 (m, 1H) and 7.20 (m, 1H), 7.45 (d, 1H), 7.66 (d, 1H); MS: m/z 150.1 (MH+).
Workup
- customwas consumed
- additionThe mixture was diluted with diethyl ether
- filtrationthe product collected by filtration
- washwashed with diethyl ether
Sources & evidence
- ORD record
- ord-2e01fff0fd5445198a2aa660059ee9a1
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08809327B2
Reaction notes
Loading…