Hydrochloric Acid → 2-n-butylsulfonylamino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane

HRID 1598556Notes

Reaction equation

HRID 1598556 reaction equation
[CH2:1]([S:5](Cl)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4].[NH2:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:19]3[CH2:20][CH2:21][C:22](=[O:25])[NH:23][N:24]=3)[CH:16]=2)[CH2:11]1.C(N(CC)CC)C.Cl>C(Cl)(Cl)Cl>[CH2:1]([S:5]([NH:9][CH:10]1[CH2:18][C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:19]3[CH2:20][CH2:21][C:22](=[O:25])[NH:23][N:24]=3)[CH:16]=2)[CH2:11]1)(=[O:7])=[O:6])[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 754301-Butanesulfonyl chlorideHCID 140714996-(2-amino-indan-5-yl)-4,5-dihydropyridazin-3(2H)-one

Product 1

HCID 189297852-n-butylsulfonylamino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indaneYield 74.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

6.3 g of n-butanesulfonyl chloride was added under ice cooling to 5.61 g of 2-amino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane and 4.1 g of triethyl amine suspended in 50 ml of chloroform, and the mixture was stirred for 1 hour. Diluted hydrochloric acid was added to the reaction mixture, the chloroform layer was collected by separation, washed and dried, and then the solvent was removed. The resulting crystals were recrystallized from tetrahydrofuran-isopropyl ether to obtain 6.40 g of 2-n-butylsulfonylamino-5-[4,5-dihydropyridazin-3(2H)-on-6-yl]indane.

Workup

  1. customthe chloroform layer was collected by separation
  2. washwashed
  3. customdried
  4. customthe solvent was removed
  5. customThe resulting crystals were recrystallized from tetrahydrofuran-isopropyl ether

Sources & evidence

ORD record
ord-0cdc02280fef4b28a3b27fc4c01a4933
Source dataset
uspto-grants-1998_04
Patent number
US05739132

Reaction notes

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