Stannous chloride dihydrate → (3-Methanesulfonylphenyl)hydrazine

HRID 1874078Notes

Reaction equation

HRID 1874078 reaction equation
Cl.[CH3:2][S:3]([C:6]1[CH:7]=[C:8]([CH:10]=[CH:11][CH:12]=1)[NH2:9])(=[O:5])=[O:4].[N:13]([O-])=O.[Na+].O.O.[Sn](Cl)Cl>>[CH3:2][S:3]([C:6]1[CH:7]=[C:8]([NH:9][NH2:13])[CH:10]=[CH:11][CH:12]=1)(=[O:4])=[O:5]

Participants

4

Reactant 3

HCID 61436Stannous chloride dihydrateHCID 27351793-(Methylsulfonyl)aniline hydrochlorideHCID 23668193Sodium Nitrite

Product 1

HCID 22034382(3-Methanesulfonylphenyl)hydrazine

Procedure

B-012 is prepared analogously to B-05 starting from 3-methylsulfonylaniline hydrochloride (2.50 g, 11.4 mmol), sodium nitrite (1.18 g, 17.1 mmol) and tin(II)chloride dihydrate (14.9 g, 66.0 mmol). The product is purified by precipitation from ethyl acetate with cyclohexane. Yield: 1.08 g.

Workup

  1. customThe product is purified by precipitation from ethyl acetate with cyclohexane

Sources & evidence

ORD record
ord-84fbf02d6f06485693273b86114eaae4
Source dataset
uspto-grants-2012_11
Patent number
US08304556B2

Reaction notes

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