Aniline → 6-Amino-2-(aminomethyl)-3-methoxybenzene-1-sulfonic acid

HRID 1249323Notes

Reaction equation

HRID 1249323 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:8][C:9]1C=C(Cl)C=CC=1Cl.NC1C=C(C)C=CC=1C.NC1C([O:33][CH3:34])=CC=C(C)C=1.NC1C=CC([N+]([O-])=O)=CC=1OC.NC1(C2C=CC=CC=2)C=CC=CC1.C1C=CC(OC2C(N)=CC=CC=2)=CC=1.NC1C=CC(C)=CC=1[S:83]([OH:86])(=[O:85])=[O:84].NC1C(S(O)(=O)=O)=CC=C(C)C=1.NC1C2C(=CC=CC=2)C=CC=1.NC1C=CC2C(=CC=CC=2)C=1.NC1C2C=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C=2C=CC=1S(O)(=O)=O>>[NH2:1][C:2]1[C:7]([S:83]([OH:86])(=[O:85])=[O:84])=[C:6]([CH2:9][NH2:8])[C:5]([O:33][CH3:34])=[CH:4][CH:3]=1

Participants

13

Reactant 12

HCID 6115AnilineHCID 69342-Amino-5-methylbenzenesulfonic acidHCID 70572-NaphthylamineHCID 72592,5-DimethylanilineHCID 72622,5-DichloroanilineHCID 73372-Methoxy-4-nitroanilineHCID 84452-Methoxy-5-MethylanilineHCID 86401-NaphthylamineHCID 666222-Amino-4-methylbenzenesulfonic acidHCID 75899Benzenamine, 2-phenoxy-HCID 149931755-Aminonaphthalene-1,3,6-trisulfonic acidHCID 187982041-Aminobiphenyl

Product 1

HCID 226169446-Amino-2-(aminomethyl)-3-methoxybenzene-1-sulfonic acid

Procedure

If both radicals --N(R1)--X1 and --N(R2)--X2 in formula (1) are attached to the same component, e.g. the coupling component, as described above, it is also possible to use as diazo components those which do not contain an acylatable amino group in addition to the amino group to be diazotised. Examples of such diazo components are: aminobenzene, 1-amino-2-, -3- or -4-methylbenzene, 1-amino-2-, -3- or -4-methoxybenzene, 1-amino-2-, -3- or -4-chlorobenzene, 1-amino-2,5-dichlorobenzene, 1-amino-2,5-dimethylbenzene, 1-amino-3-methyl-6-methoxybenzene, 1-amino-2-methoxy-4-nitrobenzene, 1-aminobiphenyl, 1-aminobenzene-2-, -3- or -4-carboxylic acid, 2-aminodiphenyl ether, 1-aminobenzene-2-, -3- or -4-sulfonamide, 1-aminobenzene-2-, -3- or -4-sulfonic acid, 1-aminobenzene-2,4- and -2,5-disulfonic acid, 1-amino-4-methylbenzene-2-sulfonic acid, 1-amino-3-methylbenzene-6 -sulfonic acid, 1-amino-6-methylbenzene-3- or -4-sulfonic acid, 1-aminonaphthalene, 2-aminonaphthalene, 1-aminonaphthalene-2-, -4-, -5-, -6-, -7- or -8-sulfonic acid, 2-aminonaphthalene-1-, -3-, -4-, -5-, -6-, -7- or -8-sulfonic acid, 1-aminonaphthalene-3,6- or -5,7-disulfonic acid, 2-aminonaphthalene-1,5-, -1,7-, -3,6-, -5,7- 4,8- or -6,8-disulfonic acid, 1-aminonaphthalene-2,5,7-trisulfonic acid, 2-aminonaphthalene-1,5,7-, -3,6,8- or -4,6,8-trisulfonic acid, 4-aminobenzene-3,4'-disulfonic acid, 3-methoxy-4-amino-6-methylazobenzene-2',4'-disulfonic acid or 3-methoxy-4-amino-6-methylazobenzene-2',5'-disulfonic acid.

Workup

  1. additionin addition to the amino group

Sources & evidence

ORD record
ord-866b633e3e844bf69208ef05419318b9
Source dataset
uspto-grants-1986_12
Patent number
US04631065

Reaction notes

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