Hydrochloric Acid → 5-Chloro-3-formyl-2-hydroxybenzoic acid

HRID 1639027Notes

Reaction equation

HRID 1639027 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].C1N2CN3CN(C2)CN1C3.Cl.FC(F)(F)[C:25](O)=[O:26]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[O:26])[C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 4101HexamethylenetetramineHCID 6422Trifluoroacetic acidHCID 94475-Chlorosalicylic Acid

Product 1

HCID 1833565-Chloro-3-formyl-2-hydroxybenzoic acid

Procedure

A solution of 5-chloro-2-hydroxybenzoic acid (102 g) and hexamethylenetetramine (166 g) in trifluoroacetic acid is heated overnight. Dilute hydrochloric acid is added to the mixture and the mixture is heated. After cooling, the precipitates are collected by filtration, whereby 5-chloro-3-formyl-2-hydroxybenzoic acid (96.9 g) is obtained. m.p. 218° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureAfter cooling
  3. filtrationthe precipitates are collected by filtration

Sources & evidence

ORD record
ord-a8a374cff0034e15b061014554e6aea7
Source dataset
uspto-grants-1989_11
Patent number
US04882340

Reaction notes

Loading…