Ethylamine hydrochloride → HCID 131718640, compound

HRID 1742194Notes

Reaction equation

HRID 1742194 reaction equation
[Cl:1][C:2]1[CH:24]=[C:23]([C:25]([F:28])([F:27])[F:26])[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[CH:20]=[CH:19][C:8]2[N:9]([CH3:18])[C:10](=[O:17])[C:11]([CH3:16])([C:13](O)=O)[O:12][C:7]=2[CH:6]=1.Cl.[CH2:30]([NH2:32])[CH3:31].[O:33]1CCOC[CH2:34]1>>[CH2:30]([NH:32][C:34]([CH2:13][C:11]1([CH3:16])[C:10](=[O:17])[N:9]([CH3:18])[C:8]2[CH:19]=[CH:20][C:5]([O:4][C:3]3[CH:21]=[CH:22][C:23]([C:25]([F:28])([F:27])[F:26])=[CH:24][C:2]=3[Cl:1])=[CH:6][C:7]=2[O:12]1)=[O:33])[CH3:31]

Participants

4

Reactant 3

HCID 11198Ethylamine hydrochlorideHCID 312751,4-DioxaneHCID 19008591HCID 19008591, compound2×

Product 1

HCID 131718640HCID 131718640, compound

Procedure

An acid chloride (0.4 g) prepared in the same manner as in Example 6 from 7-(2-chloro-4-trifluoromethylphenoxy)-2,4-dimethyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-2-carboxylic acid (Compound 23) was dissolved in dioxane (5 ml), and ethylamine hydrochloride (0.1 g) was added thereto, followed by heating under reflux for 3 hours. The solvent was then evaporated under a reduced pressure, and the residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=2/1) to give 0.3 g of the title compound (colorless crystals).

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 3 hours
  3. customThe solvent was then evaporated under a reduced pressure
  4. customthe residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-961e5105c6e3415ead698e4a91c6c71a
Source dataset
uspto-grants-1994_08
Patent number
US05338719

Reaction notes

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