Isopropylamine → Isopropylammonium 3-methyl-5-isothiazolecarboxylate

HRID 2255490Notes

Reaction equation

HRID 2255490 reaction equation
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[S:4][N:3]=1.[CH:10]([NH2:13])([CH3:12])[CH3:11]>O1CCCC1>[CH3:1][C:2]1[CH:6]=[C:5]([C:7]([O-:9])=[O:8])[S:4][N:3]=1.[CH:10]([NH3+:13])([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 2740923-Methyl-1,2-thiazole-5-carboxylic acid

Product 1

HCID 19738253Isopropylammonium 3-methyl-5-isothiazolecarboxylateYield 85.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

3-Methyl-5-isothiazolecarboxylic acid (1.0 g) was dissolved in 10 ml of dry tetrahydrofuran, in which a solution of 0.41 g of isopropylamine in 5 ml of dry tetrahydrofuran were added dropwise at room temperature under stirring. White crystals were formed concurrently with the dropwise addition. After the reaction mixture was stirred further at room temperature for 30 minutes, crystals were collected by filtration and washed with a small amount of dry tetrahydrofuran. The crystals were dried at 40° C. for 3 hours under reduced pressure, whereby 1.20 g of the title compound were obtained (yield: 85%).

Workup

  1. additionwere added dropwise at room temperature
  2. customWhite crystals were formed concurrently with the dropwise addition
  3. stirringAfter the reaction mixture was stirred further at room temperature for 30 minutes
  4. filtrationcrystals were collected by filtration
  5. washwashed with a small amount of dry tetrahydrofuran
  6. customThe crystals were dried at 40° C. for 3 hours under reduced pressure

Sources & evidence

ORD record
ord-f0a0db6f45a5443492cc50a77ba0e767
Source dataset
uspto-grants-1993_08
Patent number
US05240951

Reaction notes

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