Sodium Hydroxide → HCID 12837122, compound

HRID 652815Notes

Reaction equation

HRID 652815 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([NH2:11])[C:7]=1[C:8]([OH:10])=[O:9].[F:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=O)=[CH:15][CH:14]=1.[OH-].[Na+].S(Cl)(Cl)=O>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.ClCCCl>[F:1][C:2]1[C:7]2[C:8](=[O:10])[O:9][C:17]([C:16]3[CH:20]=[CH:21][C:13]([F:12])=[CH:14][CH:15]=3)=[N:11][C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 678794-Fluorobenzoyl chlorideHCID 5211422-Amino-6-fluorobenzoic acid

Product 1

HCID 12837122HCID 12837122, compoundYield 97.2%

Reagents, catalysts & solvents 2

HCID 5963Benzyltrimethylammonium chlorideCatalystHCID 111,2-DichloroethaneSolvent

Procedure

When 38.8 g of 6-fluoroanthranilic acid, 39 g of 4-fluorobenzoyl chloride, 20 g of 50% strength sodium hydroxide solution, 0.45 g of benzyltrimethylammonium chloride, 700 g of 1,2-dichloroethane and 32.7 g of thionyl chloride are used as starting materials, and the procedure described in Example 1 is employed, 62 g (96%) of 5-fluoro-2-(p-fluorophenyl)-4H-3,1-benzoxazin-4-one of melting point 189°-193° C. are obtained.

Sources & evidence

ORD record
ord-5ffd8c38c1524ead8c3c2bf170e5223f
Source dataset
uspto-grants-1987_06
Patent number
US04673740

Reaction notes

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