Methanol → HCID 54021691, compound

HRID 1659795Notes

Reaction equation

HRID 1659795 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][N:8]=[C:9]([C:15]2[N:16]=[C:17]([NH2:20])[S:18][CH:19]=2)[C:10]([O:12]CC)=[O:11])=[CH:4][CH:3]=1.CN1C=CN=C1.[OH-].[Na+].CO>O1CCCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][O:7][N:8]=[C:9]([C:15]2[N:16]=[C:17]([NH2:20])[S:18][CH:19]=2)[C:10]([OH:12])=[O:11])=[CH:21][CH:22]=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-(4-fluorobenzyloxyimino)-2-(2-aminothiazol-4-yl)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 a similar manner to that of Preparation 14-(3) to give 2-(4-fluorobenzyloxyimino)-2-(2-aminothiazol-4-yl)acetic acid (syn isomer, 22.11 g.).

Workup

  1. customof Preparation 14-(3)

Sources & evidence

ORD record
ord-876f438d81ed4f9691dc1afb4e8ca943
Source dataset
uspto-grants-1981_12
Patent number
US04304770

Reaction notes

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