Hydrochloric Acid → (3-Chloro-5,6-dihydroxy-benzo[b]thiophen-2-yl)-(2,6-dimethyl-morpholin-4-yl)-methanone

HRID 1881224Notes

Reaction equation

[I-].[Na+].[Cl-].[Al+3].[Cl-].[Cl-].[Cl:7][C:8]1[C:9]2[CH:26]=[C:25]([O:27]C)[C:24]([O:29]C)=[CH:23][C:10]=2[S:11][C:12]=1[C:13]([N:15]1[CH2:20][CH:19]([CH3:21])[O:18][CH:17]([CH3:22])[CH2:16]1)=[O:14].Cl.[O-]S([O-])=O.[Na+].[Na+]>C(#N)C.O>[Cl:7][C:8]1[C:9]2[CH:26]=[C:25]([OH:27])[C:24]([OH:29])=[CH:23][C:10]=2[S:11][C:12]=1[C:13]([N:15]1[CH2:16][CH:17]([CH3:22])[O:18][CH:19]([CH3:21])[CH2:20]1)=[O:14]

Participants

Conditions

Temperature: 50 °C

Procedure

Sodium iodide (1.62 g) was added to a solution of aluminum chloride (2.16 g) in acetonitrile (5 ml). After 30 minutes stirring (3-chloro-5,6-dimethoxy-benzo[b]thiophen-2-yl)-(2,6-dimethyl-morpholin-4-yl)-methanone was added and the mixture was heated at 50° C. for 12 hours. To the mixture 2 N HCl (4 ml), Na2SO3 (0.68 g) and water were added and the mixture was heated at 60° C. for 30 minutes and then cooled to room temperature. The precipitate was filtered.

Workup

additionwas added
temperaturethe mixture was heated at 60° C. for 30 minutes
temperaturecooled to room temperature
filtrationThe precipitate was filtered

Sources & evidence

ORD record: ord-073679e51b6345fdb0e96546ff9df58b
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08318785B2

Reaction notes

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