Stannous chloride dihydrate → 4'-Amino-N-isopropylbiphenyl-4-sulfonamide

HRID 899178Notes

Reaction equation

HRID 899178 reaction equation
O.O.[Sn](Cl)Cl.[CH:6]([NH:9][S:10]([C:13]1[CH:18]=[CH:17][C:16]([C:19]2[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][CH:20]=2)=[CH:15][CH:14]=1)(=[O:12])=[O:11])([CH3:8])[CH3:7]>CN(C=O)C>[NH2:25][C:22]1[CH:23]=[CH:24][C:19]([C:16]2[CH:17]=[CH:18][C:13]([S:10]([NH:9][CH:6]([CH3:8])[CH3:7])(=[O:12])=[O:11])=[CH:14][CH:15]=2)=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 59694089N-Isopropyl-4'-nitrobiphenyl-4-sulfonamide

Product 1

HCID 596940904'-Amino-N-isopropylbiphenyl-4-sulfonamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

288.8 mg (1.28 mmol) of tin(II) chloride dihydrate are added to a solution of 100 mg (0.26 mmol) of N-isopropyl-4′-nitrobiphenyl-4-sulfonamide (Example 11A) in 2.0 ml of DMF. After 18 h at room temperature, the reaction mixture is purified by preparative HPLC. The product fractions are concentrated in vacuo and dried under high vacuum. 47 mg (63.2% of theory) of the title compound are obtained.

Workup

  1. customthe reaction mixture is purified by preparative HPLC
  2. concentrationThe product fractions are concentrated in vacuo
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-6c507e1ed79f4d77b2913042020f0f9c
Source dataset
uspto-grants-2008_04
Patent number
US07354930B2

Reaction notes

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