Dimethylamine → HCID 21423112, compound

HRID 259123Notes

Reaction equation

HRID 259123 reaction equation
[CH2:1]1[C:6]2[S:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:5]=2[CH2:4][CH2:3][O:2]1.[CH2:14](Cl)[CH3:15].[CH3:17][NH:18][CH3:19]>O1CCOCC1>[CH3:17][N:18]([CH3:19])[CH2:14][CH2:15][CH:1]1[C:6]2[S:7][C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[C:5]=2[CH2:4][CH2:3][O:2]1

Participants

4

Reactant 2

HCID 674DimethylamineHCID 70631266HCID 70631266, compound

Product 1

HCID 21423112HCID 21423112, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 3,4-dihydro-1H-[1]benzothieno[2,3-c]-pyran-1-ethyl chloride (6.0 g), described in Example 35, dioxane (50 ml), and 40% aqueous dimethylamine (50 ml) is heated on a steam bath for 3 hr. The mixture is evaporated, diluted with 10% hydrochloric acid and washed with ether. The free base is then liberated from the aqueous phase by the addition of 5% sodium hydroxide soln. and taken up in ether. The ether phase is dried and concentrated to yield the title compound, nmr (CDCl3) δ 2.80 and 4.13.

Workup

  1. temperatureis heated on a steam bath for 3 hr
  2. customThe mixture is evaporated
  3. additiondiluted with 10% hydrochloric acid
  4. washwashed with ether
  5. additionThe free base is then liberated from the aqueous phase by the addition of 5% sodium hydroxide soln
  6. dry with materialThe ether phase is dried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-d83b524db94c4eba9ff109546fbec803
Source dataset
uspto-grants-1977_07
Patent number
US04036842

Reaction notes

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