Hydrochloric Acid → 2-Methyl-5-Nitroaniline

HRID 1395617Notes

Reaction equation

HRID 1395617 reaction equation
Cl.[N+]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:7](OC)[CH:6]=1)([O-])=O.N[C:15]1C=CC(C(N)=O)=CC=1.[N:24]([O-:26])=[O:25].[Na+]>O>[N+:24]([C:10]1[CH:5]=[CH:6][C:7]([CH3:15])=[C:8]([NH2:11])[CH:9]=1)([O-:26])=[O:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 73372-Methoxy-4-nitroanilineHCID 760794-AminobenzamideHCID 23668193Sodium Nitrite

Product 1

HCID 74442-Methyl-5-Nitroaniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24.3 Parts of 20 degrees Baume hydrochloric acid was slurried with 15.2 parts of 4-nitro-1-amino-2-methoxybenzene and 1.33 parts of 4-aminobenzamide in 210 parts of water. The mixture was iced to 0° C. and reacted with 7.3 parts of sodium nitrite to form a solution of the diazonium salt of 4-nitro-2-amino-1-methylbenzene and the diazonium salt of 4-aminobenzamide.

Workup

  1. customwas iced to 0° C.

Sources & evidence

ORD record
ord-1fc72eeec0e04315a0361d15935d88b8
Source dataset
uspto-grants-1980_05
Patent number
US04204871

Reaction notes

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