1,3-Benzenediamine, N1,N1,N3,N3-tetramethyl- → HCID 20523532, compound

HRID 1660296Notes

Reaction equation

HRID 1660296 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([C:9]1[C:17]([Cl:18])=[C:16]([Cl:19])[C:15]([Cl:20])=[C:14]([Cl:21])[C:10]=1[C:11]([OH:13])=[O:12])=O.[CH3:22][N:23]([CH3:33])[C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([N:30]([CH3:32])[CH3:31])[CH:25]=1>C(OC(=O)C)(=O)C>[CH3:31][N:30]([CH3:32])[C:26]1[CH:25]=[C:24]([N:23]([CH3:33])[CH3:22])[CH:29]=[CH:28][C:27]=1[C:7]1([C:3]2[N:2]([CH3:1])[CH:6]=[CH:5][CH:4]=2)[C:9]2[C:10](=[C:14]([Cl:21])[C:15]([Cl:20])=[C:16]([Cl:19])[C:17]=2[Cl:18])[C:11](=[O:13])[O:12]1

Participants

4

Reactant 2

HCID 897151,3-Benzenediamine, N1,N1,N3,N3-tetramethyl-HCID 20523553HCID 20523553, compound

Product 1

HCID 20523532HCID 20523532, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Employing the procedure of part B of Example 17 hereinabove, 3.70 g (0.01 mole) of 2-[(1-methyl-2-pyrrolyl)carbonyl]-3,4,5,6-tetrachlorobenzoic acid, prepared as described in part A above, and 2.0 g (0.012 mole) of N,N,N',N'-tetramethyl-m-phenylenediamine were interacted in the presence of 10 ml of acetic anhydride to obtain 3-[2,4-bis(dimethylamino)phenyl]-3-(1-methyl-2-pyrrolyl)-4,5,6,7-tetrachlorophthalide (Formula IV: Ro =R1 =R2 =R3 =Cl; R=R7 =CH3 ; R4 =N(CH3)2).

Workup

  1. customprepared

Sources & evidence

ORD record
ord-ce3f417111864d388d71210bcb9dd423
Source dataset
uspto-grants-1981_12
Patent number
US04307018

Reaction notes

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