Methyl 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoate → 4-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoic acid

HRID 902776Notes

Reaction equation

HRID 902776 reaction equation
[Cl:1][CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=2)[S:6][CH:7]=1>Cl>[Cl:1][CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:9]=[CH:10][C:11]([C:12]([OH:14])=[O:13])=[CH:16][CH:17]=2)[S:6][CH:7]=1

Participants

3

Reactant 1

HCID 45156786Methyl 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoate

Product 1

HCID 167773054-[4-(Chloromethyl)-1,3-thiazol-2-yl]benzoic acidYield 78.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

An aqueous solution of HCl (6N, 200 mL) was added to methyl 4-[4-(chloromethyl)-1,3-thiazol-2-yl]benzoate (20.0 g, 0.075 mol) and refluxed overnight. The reaction mixture was allowed to cool to ambient temperatures and the solid was filtered and then dried in vacuo at 40° C. to give the title compound (15.0 g, 75%).

Workup

  1. temperaturerefluxed overnight
  2. temperatureto cool to ambient temperatures
  3. filtrationthe solid was filtered
  4. customdried in vacuo at 40° C.

Sources & evidence

ORD record
ord-838eed514c4e41c08fac337aa0623775
Source dataset
uspto-grants-2008_04
Patent number
US07365225B2

Reaction notes

Loading…