Methanol → HCID 54021691, compound

HRID 894773Notes

Reaction equation

HRID 894773 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[C:8]([O:10]CC)=[O:9])[N:6]=1.CN1C=CN=C1.[OH-].[Na+].CO>O1CCCC1>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[C:8]([OH:10])=[O:9])[N:6]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 13901-MethylimidazoleHCID 14798Sodium HydroxideHCID 53729747HCID 53729747, compound

Product 1

HCID 54021691HCID 54021691, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-2-(4-fluorobenzyloxyimino)-acetate (syn isomer, 25.5 g.), 1-methylimidazole (1.3 g.), 1 N sodium hydroxide solution (118.3 ml.), methanol (250 ml.) and tetrahydrofuran (200 ml.) were treated in similar manner to that of Example p - (4) to give 2-(2-aminothiazol-4-yl)-2-(4-fluorobenzyloxyimino)acetic acid (syn isomer, 22.11 g.).

Sources & evidence

ORD record
ord-bc2b8ad08c694abbb891ce4990356c98
Source dataset
uspto-grants-1981_08
Patent number
US04284631

Reaction notes

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