Hexane → 3-(3-Methylphenyl)-1,2-thiazole-4-carboxylic acid

HRID 614182Notes

Reaction equation

HRID 614182 reaction equation
[C:1]1([CH3:18])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[C:11]([C:12]([OH:14])=[O:13])=[C:10](C(O)=O)[S:9][N:8]=2)[CH:2]=1.CCCCCC>ClC1C=CC=CC=1Cl>[C:1]1([CH3:18])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[C:11]([C:12]([OH:14])=[O:13])=[CH:10][S:9][N:8]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 8058HexaneHCID 124374313-(m-Tolyl)-4,5-Isothiazoledicarboxylic Acid

Product 1

HCID 124374493-(3-Methylphenyl)-1,2-thiazole-4-carboxylic acidYield 85.1%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

3-(m-Tolyl)-4,5-isothiazoledicarboxylic acid (7.98 g, 0.0303 mol) was heated in 25 ml of o-dichlorobenzene at vigorous reflux for 15 minutes and cooled. Hexane was added and the resultant precipitate was filtered off to yield 5.52 g (0.0258 mol, 83.1%) of a light pink solid, m.p. 144.5°-146°.

Workup

  1. temperatureat vigorous reflux for 15 minutes
  2. temperaturecooled
  3. filtrationthe resultant precipitate was filtered off

Sources & evidence

ORD record
ord-d7c0910fa35a4a5bbe1a89b0a61867fd
Source dataset
uspto-grants-1979_03
Patent number
US04144047

Reaction notes

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