Hydrochloric Acid → HCID 67147347, compound

HRID 2426036Notes

Reaction equation

HRID 2426036 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:7][C:6]=1[NH:17][C:18]1[C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[S:21][CH:22]=1)(=[O:4])=[O:3].[ClH:27]>ClCCl.C(OCC)C>[ClH:27].[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:7][C:6]=1[NH:17][C:18]1[C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[S:21][CH:22]=1)(=[O:4])=[O:3]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58707256HCID 58707256, compound

Product 1

HCID 67147347HCID 67147347, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(2-(methylsulfonyl)-5-(piperazin-1-yl)phenyl)benzo[b]thiophen-3-amine (0.05 mmol) in dichloromethane (2 mL) at 0° C. was added 30 μL of 2 M HCl in diethyl ether. The solution was allowed to stir for 10 minutes after which a precipitate formed. The solvent was removed by rotary evaporation to collect the title compound in 91% yield. 1H NMR (400 MHz, CD3OD): δ 8.24 (s, 1H), 7.98 (m, 1H), 7.65 (d, 1H), 7.54 (m, 2H), 7.22 (s, 1H), 6.49 (m, 2H), 3.20 (s, 3H), 3.17 (m, 4H), 2.94 (m, 4H); MS (ESI) m/z: 388.2 (M++1).

Workup

  1. customformed
  2. customThe solvent was removed by rotary evaporation
  3. customto collect the title compound in 91% yield

Sources & evidence

ORD record
ord-6718b2ec048041c2a4dac08a759672e4
Source dataset
uspto-grants-2011_06
Patent number
US07968538B2

Reaction notes

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