2H-1-Benzopyran-2-one, 7-(3-chloropropoxy)- → HCID 14014462, compound

HRID 256150

Reaction equation

HRID 256150 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:16]=[CH:15][C:9]2[CH:10]=[CH:11][C:12](=[O:14])[O:13][C:8]=2[CH:7]=1.[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[CH:22]1[CH:27]=[CH:26][NH:25][CH2:24][CH2:23]1>CN(C=O)C>[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]1[CH2:27][CH2:26][N:25]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:16]=[CH:15][C:9]3[CH:10]=[CH:11][C:12](=[O:14])[O:13][C:8]=3[CH:7]=2)[CH2:24][CH:23]=1

Participants

4

Reactant 2

HCID 19006662H-1-Benzopyran-2-one, 7-(3-chloropropoxy)-HCID 201641434-(2-Thienyl)tetrahydropyridine

Product 1

HCID 14014462HCID 14014462, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A 2.9 g (0.012 mole) sample of 7-(3-chloropropoxy)-2H-1-benzopyran-2-one as prepared in Example 1 above, 2 g (0.012 mole) 4-(2-thienyl)tetrahydropyridine, and 5 g NaHCo3 in 80 ml DMF is stirred at 80°-90° C. for seven hours at room temperature overnight then filtered and evaporated in vacuo. The residue in methylene dichloride is washed with NaHCO3, dried (MgSO4) and evaporated in vacuo. 7-[3-[3,6-Dihydro-4-(2-thienyl)-1(2H)-pyridinyl]propoxy]-2H-1-benzopyran-2-one as 4.3 g of dark oil was obtained. The oil was dissolved in 20 ml of 2-propanol and treated with 3 ml of 20% 2-propanolic hydrogen chloride solution to give 2.4 g of the monhydrochloride salt, mp 235-7° C.

Workup

  1. filtrationthen filtered
  2. customevaporated in vacuo
  3. washThe residue in methylene dichloride is washed with NaHCO3
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-cfd26132e9584b4cae356c5919dc06f0
Source dataset
uspto-grants-1987_10
Patent number
US04701456

Linked notes

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