Hydrochloric Acid → Ammonium Chloride

HRID 1500261Notes

Reaction equation

HRID 1500261 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[S:9][CH:10]=1)=[O:5])C.O.[OH-].[Li+].O.[ClH:23]>C1COCC1>[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=2)=[CH:16][CH:15]=1.[Cl-:23].[NH4+:7]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 10400532Ethyl 2-(4-methoxyphenyl)thiazole-4-carboxylate

Product 2

HCID 25517Ammonium ChlorideHCID 27635652-(4-Methoxyphenyl)-1,3-thiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-(4-Methoxy-phenyl)-thiazole-4-carboxylic acid ethyl ester and lithium hydroxide monohydrate (2.0 mmol, 84 mg) was diluted with a 2:1 mixture of THF:H2O (6 mL), and the resulting reaction was allowed to stir at room temperature for about 15 hours. The reaction mixture was then acidified using aqueous HCl (1 M, 10 mL), then dried via lyophilization to provide 2-(4-Methoxy-phenyl)-thiazole-4-carboxylic acid as an ammonium chloride salt. HPLC-MS RT. 1.37 minutes; mass calculated for formula C11H9NO3S 235.03, observed LCMS m/z 236.10 (M+H).

Workup

  1. customdried via lyophilization

Sources & evidence

ORD record
ord-a80a65c57fbd4fab806dcd77c05c33f5
Source dataset
uspto-grants-2015_12
Patent number
US09206142B2

Reaction notes

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