Sodium Hydroxide → HCID 178462469, compound

HRID 1809963Notes

Reaction equation

[CH2:1]([N:3]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][S:5]/[C:4]/1=[N:14]\[C:15]1[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=1)[CH3:2].[OH-].[Na+]>CO>[CH2:1]([N:3]1[C:7]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][S:5]/[C:4]/1=[N:14]\[C:15]1[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:23][CH:24]=1)[CH3:2]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of (Z)-methyl 4-(3-ethyl-4-phenylthiazol-2(3H)-ylideneamino)benzoate (2-4) (50 mg, 0.19 mmol) in MeOH (1 mL) is added a solution of NaOH (1.0 mL of 1N aqueous solution, 1.0 mmol) and MeOH (0.5 mL). The mixture is heated at 80° C. for 1 hour and the solvent is removed. The residue is purified by preparative LC/MS to provide (Z)-4-(3-ethyl-4-phenylthiazol-2(3H)-ylideneamino)benzoic acid (2-5). HPLC-MS calculated for C18H16N2O2S (M+H+) 325.1. found 325.1.

Workup

customthe solvent is removed
customThe residue is purified by preparative LC/MS

Sources & evidence

ORD record: ord-10b60c4e4d4049f59f46ca330477c0eb
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08362050B2

Reaction notes

Loading…