2-Methoxyaniline → HCID 178489577, compound

HRID 268254Notes

Reaction equation

HRID 268254 reaction equation
[ClH:1].[NH:2]([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)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH3:23][O:24]C1C(N)=CC=CC=1>C(O)C>[ClH:1].[CH3:23][O:24][C:4]1[C:3]([NH:2][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]4[N:21]=[CH:20][NH:19][C:17]4=3)[N:12]=[C:11]([CH3:22])[CH:10]=2)=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 70002-MethoxyanilineHCID 178428198HCID 178428198, compound

Product 1

HCID 178489577HCID 178489577, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 30 g. (0.138 m.) of the compound of Example I, C. 17 g. (15.6 ml. 0.138 m.) of o-anisidine and 200 ml. of ethanol was stirred and heated at reflux overnight. The solution was concentrated in vacuo to give 45 g. m.p. 271°-275°. The crude product was recrystallized from 350 ml. of MeOH. The yield after oven-drying (100°) was 29 g. m.p. 300°-301°.

Workup

  1. additionA mixture of 30 g
  2. temperatureheated
  3. temperatureat reflux overnight
  4. concentrationThe solution was concentrated in vacuo
  5. customto give 45 g
  6. customThe crude product was recrystallized from 350 ml
  7. customThe yield
  8. customafter oven-drying (100°)

Sources & evidence

ORD record
ord-c5d5dfe8c63d44589b0f49102d79a255
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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