Methane → 4-Sulfobenzenediazonium hydroxide

HRID 1898752Notes

Reaction equation

HRID 1898752 reaction equation
C.[S:2]([OH:12])(=[O:11])([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][CH:5]=1)=[O:3].C1C(Br)=C(Br)[NH:15]C=1C(O)=O.N([O-])=O.[Na+]>O>[OH-:3].[S:2]([C:4]1[CH:5]=[CH:6][C:7]([N+:10]#[N:15])=[CH:8][CH:9]=1)([OH:12])(=[O:11])=[O:3]

Participants

6

Reactant 4

HCID 297Methane2×HCID 8479Sulfanilic acidHCID 1618304,5-Dibromo-2-Pyrrolic AcidHCID 23668193Sodium Nitrite

Product 1

HCID 227152964-Sulfobenzenediazonium hydroxide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This example illustrates the preparation of a carbon black product for use in the present invention. Sulfanilic acid (21 g) was dissolved in 1 L of water with warming. The solution was mixed with 100 g of a carbon black having a surface area of 230 m2 /g and a DBPA of 70 ml/100 g and allowed to cool to room temperature. An aqueous solution of 10 g NaNO2 was added slowly and the resulting dispersion was stirred for two hours. 4-Sulfobenzenediazonium hydroxide inner salt is formed in situ, which reacts with the carbon black. The product was dried overnight in an oven at 70° C. The product has attached p--C6H4SO3- groups.

Workup

  1. temperaturewith warming

Sources & evidence

ORD record
ord-a523d1c5358e4b38984524c380743b20
Source dataset
uspto-grants-1996_11
Patent number
US05571311

Reaction notes

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