Isopropylamine → HCID 178456968, compound

HRID 908089Notes

Reaction equation

HRID 908089 reaction equation
Cl[C:2]1[C:6]2[C:7]([O:11][CH:12]([F:14])[F:13])=[CH:8][CH:9]=[CH:10][C:5]=2[S:4](=[O:16])(=[O:15])[N:3]=1.[CH:17]([NH2:20])([CH3:19])[CH3:18]>C1COCC1>[F:13][CH:12]([F:14])[O:11][C:7]1[C:6]2[C:2]([NH:20][CH:17]([CH3:19])[CH3:18])=[N:3][S:4](=[O:16])(=[O:15])[C:5]=2[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 57425207HCID 57425207, compound

Product 1

HCID 178456968HCID 178456968, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

400 mg (1.5 mmol) 3-Chloro-4-difluoromethoxy-benzo[d]isothiazole 1,1-dioxide were dissolved in 5 ml dry THF and cooled to 0° C. 883 mg (15.0 mmol) isopropylamine was dissolved in 5 ml dry THF and added slowly. Stirring was continued for 1 h at this temperature and for 14 h at room temperature. The mixture was concentrated in vacuum. The residue was purified on silica (eluent: cyclohexane/ethyl acetate 4:1) to afford 140 mg (0.48 mmol; 32% of theory) of the title compound (C.26).

Workup

  1. additionadded slowly
  2. concentrationThe mixture was concentrated in vacuum
  3. customThe residue was purified on silica (eluent: cyclohexane/ethyl acetate 4:1)

Sources & evidence

ORD record
ord-9eca6ccbd608463cb2252c734da171ac
Source dataset
uspto-grants-2011_09
Patent number
US08017554B2

Reaction notes

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