Methanol → 2-(2-Aminothiazol-4-yl)-2-cyclohexyloxyiminoacetic acid

HRID 1905173Notes

Reaction equation

HRID 1905173 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[C:8]([O:10]CC)=[O:9])[N:6]=1.[OH-].[Na+].CO>O1CCCC1>[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7](=[N:13][O:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[C:8]([OH:10])=[O:9])[N:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 53692631Ethyl 2-(2-aminothiazol-4-yl)-2-cyclohexyloxyiminoacetate

Product 1

HCID 545075972-(2-Aminothiazol-4-yl)-2-cyclohexyloxyiminoacetic acidYield 66.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-2-cyclohexyloxyiminoacetate (syn isomer, 3.5 g.), 2N aqueous solution of sodium hydroxide (11.8 ml.), methanol (11.8 ml.) and tetrahydrofuran (11.8 ml.) were treated in a similar manner to that of Example F-(4) to give 2-(2-aminothiazol-4-yl)-2-cyclohexyloxyiminoacetic acid (syn isomer, 2.1 g.), mp. 148° C. (dec.).

Sources & evidence

ORD record
ord-45a4b08cb3674475b68f6b6f1ab4f828
Source dataset
uspto-grants-1989_06
Patent number
US04841062

Reaction notes

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