Water → HCID 68582408, compound

HRID 2236117Notes

Reaction equation

HRID 2236117 reaction equation
Cl[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:12])(=[O:11])[N:3]=1.[CH3:13][C:14]1[CH:18]=[C:17]([CH2:19][OH:20])[S:16][N:15]=1.C(N(CC)CC)C.O>C(#N)C>[CH3:13][C:14]1[CH:18]=[C:17]([CH2:19][O:20][C:2]2[C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[S:4](=[O:12])(=[O:11])[N:3]=2)[S:16][N:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 64783Pseudosaccharin chlorideHCID 14343601(3-Methyl-1,2-thiazol-5-yl)methanol

Product 1

HCID 68582408HCID 68582408, compoundYield 26.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 8 ml of acetonitrile were dissolved 0.78 g (3.88 mmol) of 3-chloro-1,2-benzoisothiazole 1,1-dioxide and 0.50 g (3.88 mmol) of (3-methylisothiazol-5-yl)methanol. To the resulting solution was dropwise added 0.51 g (5.0 mmol) of triethylamine, followed by stirring at room temperature for 5 hours to give rise to a reaction. After the completion of the reaction, 16 ml of water was added. The resulting crystals were obtained by filtration and washed with water and isopropyl alcohol to obtain 0.30 g (yield: 26%) of 3-(3-methylisothiazol-5-ylmethoxy)-1,2-benzoisothiazole 1,1-dioxide as a light brown powder (melting point: 202 to 204° C.)

Workup

  1. customto give rise
  2. customto a reaction
  3. additionwas added
  4. customThe resulting crystals were obtained by filtration
  5. washwashed with water and isopropyl alcohol

Sources & evidence

ORD record
ord-f7b1d38914ca455e9f9c65c0d57b905a
Source dataset
uspto-grants-2010_05
Patent number
US07714140B2

Reaction notes

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