Allylamine → 3,4-Dihydro-N-(2-propenyl)-2H-1-benzopyran-3-carboxamide

HRID 1447787Notes

Reaction equation

HRID 1447787 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[CH2:4][CH:3]([C:11]([OH:13])=O)[CH2:2]1.[CH2:14]([NH2:17])[CH:15]=[CH2:16]>C(O)C>[CH2:14]([NH:17][C:11]([CH:3]1[CH2:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[O:1][CH2:2]1)=[O:13])[CH:15]=[CH2:16]

Participants

4

Reactant 2

HCID 7853AllylamineHCID 2795458Chroman-3-carboxylic acid

Product 1

HCID 203830643,4-Dihydro-N-(2-propenyl)-2H-1-benzopyran-3-carboxamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 5 g of 2A and 5.7 g of 2-propenamine in 50 ml of ethanol was refluxed for 6 days. Stripping of the solvent, followed by charcoal treatment of the product and recrystallization of the treated product from ether-hexane, gave 2, as white crystals, mp: 114.5°-115.5° C.

Workup

  1. customStripping of the solvent, followed by charcoal treatment of the product and recrystallization of the treated product from ether-hexane
  2. customgave 2

Sources & evidence

ORD record
ord-7f3c4b1547e14857b2ae60163b5548b1
Source dataset
uspto-grants-1979_12
Patent number
US04178380

Reaction notes

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