Hydrochloric Acid → 3,3'-Dichlorobenzidine

HRID 2392962

Reaction equation

HRID 2392962 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:16]=[CH:15][C:13]([NH2:14])=[C:12]([Cl:17])[CH:11]=2)[CH:6]=[CH:7][C:8]=1[NH2:9].Cl.N([O-])=O.[Na+]>O>[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:16]=[CH:15][C:13]([NH2:14])=[C:12]([Cl:17])[CH:11]=2)[CH:6]=[CH:7][C:8]=1[NH2:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 183885373,3'-Dichlorobenzidine hydrochlorideHCID 23668193Sodium Nitrite

Product 1

HCID 70703,3'-Dichlorobenzidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After blending together a press cake of 3,3'-dichlorobenzidine hydrochloride in an amount corresponding to 300 parts of the 3,3,'-dichlorobenzidine expressed by Formula (1) with 372 parts of 35% hydrochloric acid, 3000 parts of water and 1500 parts of ice, an aqueous solution of 172 parts of sodium nitrite was added under exposure to ice to obtain a tetrazo solution of 3,3'-dichlorobenzidine. 16.4 parts of the 4-acetoacetylamino benzamide expressed by Formula (3) were added to this 3,3'-dichlorobenzidine tetrazo solution, then the result was mixed for three hours to obtain a reaction intermediate (b2).

Sources & evidence

ORD record
ord-a4e99628ce46495e840e3c2c90f999f8
Source dataset
uspto-grants-1998_09
Patent number
US05803962

Linked notes

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