Methanol → HCID 53696866, compound

HRID 894777Notes

Reaction equation

HRID 894777 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]([CH3:22])=[CH:18][CH:17]=2)[C:8]([O:10]CC)=[O:9])[N:6]=1.[OH-].[Na+].CN1C=CN=C1.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:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=2)[C:8]([OH:10])=[O:9])[N:6]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 13901-MethylimidazoleHCID 14798Sodium HydroxideHCID 54161423HCID 54161423, compound

Product 1

HCID 53696866HCID 53696866, compoundYield 93.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-(2-aminothiazol-4-yl)-2-(4-methylbenzyloxyimino)acetate (syn isomer, 4.00 g.), 1 N sodium hydroxide solution (19.5 ml.), 1-methylimidazole (214 mg.), methanol (40 ml.) and tetrahydrofuran (25 ml.) were treated in a similar manner that of Example P-(4) to give 2-(2-aminothiazol-4-yl)-2-(4-methylbenzyloxyimino)acetic acid (syn isomer, 3.42 g.).

Sources & evidence

ORD record
ord-f57ba9d6fbf442aa81efb99aa66de03c
Source dataset
uspto-grants-1981_08
Patent number
US04284631

Reaction notes

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