Hydrazine → 4-Amino-2-methoxy-5-methylaniline

HRID 1764089Notes

Reaction equation

HRID 1764089 reaction equation
NN.[N+:3]([C:6]1[CH:11]=[C:10]([O:12][CH3:13])[C:9]([NH2:14])=[CH:8][C:7]=1[CH3:15])([O-])=O>[Ni].O>[CH3:13][O:12][C:10]1[CH:11]=[C:6]([NH2:3])[C:7]([CH3:15])=[CH:8][C:9]=1[NH2:14]

Participants

5

Procedure

At a temperatutre of 80° C, hydrazine is allowed to act -- in the presence of Raney nickel -- on 18.2 parts by weight of 2-nitro-5-amino-4-methoxy-toluene in 100 parts by volume of water, until no nitro compound can be detected any more. The 2-methoxy-5-methyl-1,4-diaminobenzene having been formed is dissolved by an addition of hydrochloric acid up to a pH value of from 2 to 2.5. After filtering off from the Raney nickel, the diamine is monodiazotized at a temperature of from 0° to 5° C in the pH range of from 1.5 to 3.5 with a further addition of hydrochloric acid. Subsequently, the process is carried out according to the specifications of Example 6 and a disazo dyestuff of the formula (XIII) ##STR14## is obtained which dyes polyester fabric in an orange shade.

Sources & evidence

ORD record
ord-13ec4a1dc64d45b78cf43575b2e4d9ae
Source dataset
uspto-grants-1978_09
Patent number
US04115380

Reaction notes

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