Methane → HCID 22715307, compound

HRID 581173Notes

Reaction equation

HRID 581173 reaction equation
C.[Br:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][NH2:8])=[CH:5][CH:4]=1.[ClH:11].[N:12]([O-])=O.[Na+]>O>[Cl-:11].[Br:2][C:3]1[CH:10]=[CH:9][C:6]([CH2:7][N+:8]#[N:12])=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 297Methane2×HCID 313Hydrochloric AcidHCID 775714-BromobenzylamineHCID 23668193Sodium Nitrite

Product 1

HCID 22715307HCID 22715307, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This example shows another method for the preparation of a carbon black product of the present invention. A suspension of 0.676 g of 4-bromobenzyl amine, 0.60 g of concentrated HCl, 30 g of water and 10.22 g of the untreated carbon black used in Example 7 was prepared in an ice bath. An aqueous solution containing 0.269 g of sodium nitrite was added and the resulting suspension was stirred for 15 minutes, forming 4-bromophenylmethanediazonium chloride in situ, which reacted with the untreated carbon black. The product was filtered off, and was subjected to Soxhlet extraction with THF overnight. The resulting carbon black product contained 0.26% bromine, compared to <0.01% for the untreated carbon black product. This shows that 9% of the bromobenzyl groups used in the example became attached to the carbon black product. Therefore, the carbon black product had 0.031 mmol/g of attached bromobenzyl groups.

Workup

  1. customwas prepared in an ice bath
  2. additionwas added

Sources & evidence

ORD record
ord-8aa4737a8b9b4a7ba809b14813851d27
Source dataset
uspto-grants-1999_07
Patent number
US05919855

Reaction notes

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