Chloroform → 2-Amino-5-(diethylamino)toluene

HRID 362754Notes

Reaction equation

HRID 362754 reaction equation
S(O)(O)(=O)=O.[CH2:6]([N:8]([CH2:17][CH2:18]NS(C)(=O)=O)[C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([CH3:16])[CH:10]=1)[CH3:7].C(=O)([O-])[O-].[Na+].[Na+].C(Cl)(Cl)Cl.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>O>[CH3:7][CH2:6][N:8]([C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([CH3:16])[CH:10]=1)[CH2:17][CH3:18]

Participants

6

Reactant 4

HCID 6212ChloroformHCID 10340Sodium CarbonateHCID 62648Ammonium PersulfateHCID 13076776CD-III

Product 1

HCID 673642-Amino-5-(diethylamino)toluene

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Into the mixture comprising 0.78 g of Comparative Coupler (C-2), 0.80 g of N-ethyl-N-(β-methanesulfonamidoethyl)-3-methyl-4-aminoaniline sulfate, 3.75 g of sodium carbonate, 60 ml of chloroform and 50 ml of water, a solution of 10 ml of water having dissolved therein 1.65 g of ammonium persulfate was gradually added with stirring at room temperature. After stirring the reaction solution for one hour, a chloroform layer was separated and the reaction solution was subjected to purification through silica gel column chromatography to obtain Azomethine Dye (CD-2). Further, Azomethine Dyes (D-1) to (D-4) were synthesized using the couplers of the present invention in place of Coupler (C-2). ##STR5##

Workup

  1. stirringAfter stirring the reaction solution for one hour
  2. customa chloroform layer was separated
  3. customthe reaction solution was subjected to purification through silica gel column chromatography

Sources & evidence

ORD record
ord-b02602bf0aa642259b82a73e24d6f1bf
Source dataset
uspto-grants-1999_02
Patent number
US05871895

Reaction notes

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