Diisopropylethylamine → HCID 14096740, compound

HRID 2413998Notes

Reaction equation

HRID 2413998 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:4]=[C:5]([S:9](Cl)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.C([N:18]([CH:21]([CH3:23])[CH3:22])[CH2:19][CH3:20])(C)C>C(Cl)Cl>[CH3:22][CH:21]([N:18]([CH2:19][CH2:20][CH2:20][CH2:19][NH:18][CH:21]([CH3:22])[CH3:23])[S:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:14])([F:13])[F:1])[CH:4]=1)(=[O:11])=[O:10])[CH3:23]

Participants

4

Reactant 2

HCID 81531DiisopropylethylamineHCID 27332503-(Trifluoromethyl)benzenesulfonyl chloride

Product 1

HCID 14096740HCID 14096740, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3-Trifluoromethyl benzene sulfonyl chloride (0.104 m, 25.35 g) in methylene chloride (100 ml) was added dropwise to a solution of N,N'-diisopropylbutane,1,4-diamine (0.104 m, 17.86 gm) and diisopropyl ethyl amine (0.104 m, 13.40 g) in methylene chloride (500 ml). The reaction was stirred overnight. The reaction was washed with water, aqueous sodium bicarbonate and then brine and then stripped. The residue was dissolved in diethyl ether, filtered through Supercel to yield the title compound. Treatment with isopropanol/HCl provided the hydrochloric acid salt of the title compound, 14.64 gms, m.p. 175°-176.5° C.

Workup

  1. washThe reaction was washed with water, aqueous sodium bicarbonate
  2. dissolutionThe residue was dissolved in diethyl ether
  3. filtrationfiltered through Supercel

Sources & evidence

ORD record
ord-951e75378e054fcd905779fb391e298b
Source dataset
uspto-grants-1988_01
Patent number
US04720580

Reaction notes

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