Lithium Hydroxide → 2-(Methylamino)-1,3-thiazole-4-carboxylic acid

HRID 872633Notes

Reaction equation

HRID 872633 reaction equation
[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([O:10]CC)=[O:9])[N:7]=1.[OH-].[Li+]>C1COCC1.O>[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([OH:10])=[O:9])[N:7]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 19611072Ethyl 2-(methylamino)-1,3-thiazole-4-carboxylate

Product 1

HCID 450323462-(Methylamino)-1,3-thiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 21881883Oxolane--water (1/1)Solvent

Procedure

Ethyl 2-methylamino-1,3-thiazole-4-carboxylate (300 mg, 1.611 mmol) was dissolved in THF/water mixture and 1M litium hydroxide (3.22 ml, 3.22 mmol) was added. The reaction mixture was stirred at RT for 3 hours, pH was adjusted to acidic and the mixture was evaporated to dryness to yield the title compound. 1H-NMR (400 MHz; DMSO-d6): δ 2.84 (s, 3H), 7.46 (s, 1H), 7.90 (bs, 1H).

Workup

  1. customwas evaporated to dryness

Sources & evidence

ORD record
ord-05c1086b02a5407fb35c1773ef452e3d
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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