Ammonia → HCID 131718639, compound

HRID 1742193Notes

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(O)=O)[O:12][C:7]=2[CH:6]=1.[NH3:29].[O:30]1CC[CH2:32][CH2:31]1>>[Cl:1][C:2]1[CH:24]=[C:23]([C:25]([F:28])([F:26])[F:27])[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])([CH2:32][C:31]([NH2:29])=[O:30])[O:12][C:7]=2[CH:6]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 8028Tetrahydrofuran2×

HCID 19008591HCID 19008591, compound2×

Product 1

HCID 131718639HCID 131718639, 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 tetrahydrofuran (hereinafter abbreviated as THF) (5 ml), and the solution was stirred while blowing ammonia gas therein for one hour. Then, after an evaporation of the solvent, the residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=1/1) to give 0.3 g of the title compound (colorless crystals).

Workup

customThen, after an evaporation of the solvent
customthe residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=1/1)

Sources & evidence

ORD record: ord-7ae039c6bf11412e9ac2816ae598862f
Source dataset: uspto-grants-1994_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05338719

Reaction notes

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