5-Chloro-2,4-dimethoxyaniline → HCID 178493526, compound

HRID 268266Notes

Reaction equation

HRID 268266 reaction equation
Cl.N([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]3[N:21]=[CH:20][NH:19][C:17]3=2)[N:12]=[C:11]([CH3:22])[CH:10]=1)C1C=CC=CC=1.[Cl:23][C:24]1[C:25]([O:33][CH3:34])=[CH:26][C:27]([O:31][CH3:32])=[C:28]([CH:30]=1)[NH2:29]>C(O)C>[OH2:31].[ClH:23].[Cl:23][C:24]1[C:25]([O:33][CH3:34])=[CH:26][C:27]([O:31][CH3:32])=[C:28]([CH:30]=1)[NH:29][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]3[N:21]=[CH:20][NH:19][C:17]3=2)[N:12]=[C:11]([CH3:22])[CH:10]=1

Participants

4

Reactant 2

HCID 668075-Chloro-2,4-dimethoxyanilineHCID 178428198HCID 178428198, compound

Product 1

HCID 178493526HCID 178493526, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 40 g. (0.184 m.) of the compound of Example I, C., 346 g. (0.184 m.) of 5-chloro-2,4-dimethoxyaniline and 500 ml. of ethanol was refluxed with stirring overnight. The solvents were removed by distillation and the crude product dissolved in 3000 ml. of MeOH. The MeOH filtrate was concentrated to one-half its volume, chilled and filtered to yield 13 g. m.p. 400°.

Workup

  1. additionA mixture of 40 g
  2. customThe solvents were removed by distillation
  3. dissolutionthe crude product dissolved in 3000 ml
  4. concentrationThe MeOH filtrate was concentrated to one-half its volume
  5. temperaturechilled
  6. filtrationfiltered
  7. customto yield 13 g

Sources & evidence

ORD record
ord-f076e98d539a46adaa32346353cc4197
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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