m-Toluidine → HCID 86734245, compound

HRID 614734Notes

Reaction equation

HRID 614734 reaction equation
[Cl-:1].[CH3:2][N+:3]([CH3:20])([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([NH2:19])[CH:12]=1)[CH2:4][CH2:5][CH2:6][NH:7]C=O.[Cl-].C[N+](C)([CH2:28][C:29]1[CH:34]=[CH:33][C:32](OC)=[C:31]([NH2:37])[CH:30]=1)CCCN.[NH2:39]C1C=CC=C(C)C=1>>[Cl-:1].[CH3:2][N+:3]([CH3:20])([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([N:19]=[N:39][C:34]2[CH:33]=[CH:32][C:31]([NH2:37])=[CH:30][C:29]=2[CH3:28])[CH:12]=1)[CH2:4][CH2:5][CH2:6][NH2:7]

Participants

4

Reactant 3

HCID 7934m-ToluidineHCID 86734246N,N-dimethyl-N-(3-amino-4-methoxybenzyl)-N-3-formamidopropylammonium chlorideHCID 86734247N,N-dimethyl-N-(3-amino-4-methoxybenzyl)-N-3-aminopropylammonium chloride

Product 1

HCID 86734245HCID 86734245, compound

Procedure

Proceeding in a manner similar to that described above in Example 3, N,N-dimethyl-N-(3-amino-4-methoxybenzyl)-N-3-formamidopropylammonium chloride was hydrolyzed and the resulting N,N-dimethyl-N-(3-amino-4-methoxybenzyl)-N-3-aminopropylammonium chloride was diazotized and coupled with meta-toluidine to obtain N,N-dimethyl-N-[3-(4-amino-2-methylphenyl)azo-4-methoxybenzyl]-N-3-aminopropylammonium chloride in aqueous solution. This product was diazotized in situ and coupled with 4'-methylacetoacetanilide to obtain the orange, water-soluble dyestuff having the formula ##STR99##

Sources & evidence

ORD record
ord-c525559bcb6140318da93fe31e09e454
Source dataset
uspto-grants-1979_03
Patent number
US04146558

Reaction notes

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