Hydrochloric Acid → HCID 12437432, compound

HRID 443711Notes

Reaction equation

HRID 443711 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]([C:13]([O:15]C)=[O:14])=[C:11]([C:17]([O:19]C)=[O:18])[S:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].Cl.ClC1C=C(C2C(C(O)=O)=CSN=2)C=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:12]([C:13]([OH:15])=[O:14])=[C:11]([C:17]([OH:19])=[O:18])[S:10][N:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12437412HCID 12437412, compoundHCID 12437450HCID 12437450, compound

Product 1

HCID 12437432HCID 12437432, compound

Procedure

Dimethyl 3-(m-chlorophenyl)-4,5-isothiazoledicarboxylate (14.51 g, 0.0504 mol) was hydrolyzed as given above with NaOH (10.08 g, 0.252 mol) and then acidified with HCl. The purified yellow solid had m.p. 185°-6° with decomposition (rapid heating of the sample produced normal decomposition in this temperature range; slow heating caused a color change to red and m.p. 217.5°-218.5° with decomposition. Infrared of material heated slowly to 190° showed that it was 3-(m-chlorophenyl)-4-isothiazolecarboxylic acid).

Workup

  1. temperaturerapid heating of the sample
  2. customproduced normal decomposition in this temperature range
  3. temperatureslow heating
  4. temperatureInfrared of material heated slowly to 190°

Sources & evidence

ORD record
ord-3a4387bb1ba84a26bb0201d30de74188
Source dataset
uspto-grants-1981_04
Patent number
US04261728

Reaction notes

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