Diethylamine → HCID 21423134, compound

HRID 259120Notes

Reaction equation

HRID 259120 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-6461977c4bec401b87ff5a8c4b243548
Source dataset
uspto-grants-1977_07
Patent number
US04036842

Reaction notes

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