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

HRID 1881223Notes

Reaction equation

HRID 1881223 reaction equation
[Cl:1][C:2]1[C:3]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:4]=2[S:5][C:6]=1[C:7](Cl)=[O:8].[CH3:18][CH:19]1[O:24][CH:23]([CH3:25])[CH2:22][NH:21][CH2:20]1.C(N(CC)CC)C.Cl>O1CCCC1.O>[Cl:1][C:2]1[C:3]2[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:4]=2[S:5][C:6]=1[C:7]([N:21]1[CH2:20][CH:19]([CH3:18])[O:24][CH:23]([CH3:25])[CH2:22]1)=[O:8]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 1108622,6-DimethylmorpholineHCID 110336193-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbonyl chloride

Product 1

HCID 67094221(3-Chloro-5,6-dimethoxy-benzo[b]thiophen-2-yl)-(2,6-dimethyl-morpholin-4-yl)-methanone

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-Chloro-5,6-dimethoxy-benzo[b]thiophene-2-carbonyl chloride (2.0 g) and 2,6-dimethylmorpholine (1.82 g) was suspended in tetrahydrofuran (15 ml) and triethylamine (0.96 ml) was added and stirring continued at room temperature for weekend. Water was added, pH adjusted to 3 by HCl, and the precipitate filtered.

Workup

  1. waitcontinued at room temperature for weekend
  2. filtrationthe precipitate filtered

Sources & evidence

ORD record
ord-61938b891d1d4019849f302b1961aca0
Source dataset
uspto-grants-2012_11
Patent number
US08318785B2

Reaction notes

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