Diethylamine → HCID 21423134, compound

HRID 2397282Notes

Reaction equation

HRID 2397282 reaction equation
[CH2:1]1[C:6]2[C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[S:9][C:5]=2[CH2:4][CH2:3][O:2]1.[CH2:14](Cl)[CH3:15].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18]>>[CH2:17]([N:19]([CH2:14][CH3:15])[CH2:20][CH2:21][CH:1]1[C:6]2[C:7]3[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=3[S:9][C:5]=2[CH2:4][CH2:3][O:2]1)[CH3:18]

Participants

3

Reactant 2

HCID 8021DiethylamineHCID 70631291HCID 70631291, compound

Product 1

HCID 21423134HCID 21423134, compound

Procedure

A mixture of 3,4-dihydro-1H-[ 1]benzothieno[3,2-c]pyran-1-ethyl chloride (12.0 g), described in Example 30, and diethylamine (80 ml) is heated under reflux for 48 hr. The excess amine is evaporated and the residue is dissolved in 2N HCl and washed with ether. The acidic solution is rendered basic and extracted with ether. These extracts are evaporated to yield the title compound, nmr (DMSO-d6) δ 3.97 and 5.00.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 48 hr
  3. customThe excess amine is evaporated
  4. dissolutionthe residue is dissolved in 2N HCl
  5. washwashed with ether
  6. extractionextracted with ether
  7. customThese extracts are evaporated

Sources & evidence

ORD record
ord-d084d6f3d72b4851aac03bbbeb8f61cd
Source dataset
uspto-grants-1977_05
Patent number
US04021451

Reaction notes

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