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

HRID 899176Notes

Reaction equation

HRID 899176 reaction equation
O.O.[Sn](Cl)Cl.[CH2:6]([NH:13][S:14]([C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([N+:29]([O-])=O)=[CH:25][CH:24]=2)=[CH:19][CH:18]=1)(=[O:16])=[O:15])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>CN(C=O)C>[NH2:29][C:26]1[CH:27]=[CH:28][C:23]([C:20]2[CH:19]=[CH:18][C:17]([S:14]([NH:13][CH2:6][C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=3)(=[O:16])=[O:15])=[CH:22][CH:21]=2)=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 59694084N-Benzyl-4'-nitrobiphenyl-4-sulfonamide

Product 1

HCID 596940884'-Amino-N-benzylbiphenyl-4-sulfonamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

416.5 mg (1.85 mmol) of tin(II) chloride dihydrate are added to a solution of 136 mg (0.37 mmol) of N-benzyl-4′-nitrobiphenyl-4-sulfonamide (Example 9A) 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. 117 mg (84.3% 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-f9ae8ffd1baa43859fa64cfff31879bc
Source dataset
uspto-grants-2008_04
Patent number
US07354930B2

Reaction notes

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