Allylamine → HCID 20383074, compound

HRID 1447793Notes

Reaction equation

HRID 1447793 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH:8]([C:11]([O:13]C)=O)[CH2:7][C:6]=2[CH:15]=1.[CH2:16]([NH2:19])[CH:17]=[CH2:18]>C(Cl)Cl.C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][CH:8]([C:11]([NH:19][CH2:16][CH:17]=[CH2:18])=[O:13])[CH2:7][C:6]=2[CH:15]=1

Participants

5

Reactant 2

HCID 7853AllylamineHCID 20383065Methyl 6-chloro-3,4-dihydro-2H-1-benzopyran-3-carboxylate

Product 1

HCID 20383074HCID 20383074, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 6344DichloromethaneSolvent

Procedure

A mixture of 500 mg of 6C, 5 ml of 2-propenamine and 25 ml of ethanol was refluxed for 18 hours. The sovlent was then stripped off and the residue was taken up in methylene chloride, triturated with hexane and cooled to give a solid. The solid was redissolved in ethanol, the solution was passed through a short silica gel column and the eluent was stripped of solvent. The residue was recrystallized from methylene chloride/hexane to give 6, as white needles, mp: 171°-171.5° C.

Workup

  1. temperaturewas refluxed for 18 hours
  2. customtriturated with hexane
  3. temperaturecooled
  4. customto give a solid
  5. customThe residue was recrystallized from methylene chloride/hexane
  6. customto give 6

Sources & evidence

ORD record
ord-c8e68c6c75be44969de6710b879b7c76
Source dataset
uspto-grants-1979_12
Patent number
US04178380

Reaction notes

Loading…