Ethanol → HCID 178428235, compound

HRID 268279Notes

Reaction equation

HRID 268279 reaction equation
[ClH:1].C1([C:8]2[CH:23]=[CH:22][C:11]([NH:12][N:13]=NNC3C=CC=CC=3)=[CH:10][CH:9]=2)C=CC=CC=1.C(O)C.[NH4+].[OH-].Cl.[NH:30]([C:37]1[C:46]2[C:41](=[CH:42][CH:43]=[C:44]3[N:49]=[CH:48][NH:47][C:45]3=2)[N:40]=[C:39]([CH3:50])[CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>CO>[ClH:1].[C:11]1([N:12]=[N:13][C:34]2[CH:35]=[CH:36][C:31]([NH:30][C:37]3[C:46]4[C:41](=[CH:42][CH:43]=[C:44]5[N:49]=[CH:48][NH:47][C:45]5=4)[N:40]=[C:39]([CH3:50])[CH:38]=3)=[CH:32][CH:33]=2)[CH:22]=[CH:23][CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 14923Ammonium HydroxideHCID 178428198HCID 178428198, compoundHCID 178478213HCID 178478213, compound

Product 1

HCID 178428235HCID 178428235, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 11.7 g. (0.05 m.) of p-phenylazoaniline hydrochloride in 500 ml. of ethanol was adjusted to pH 7.0 with 28% NH4OH. After the addition of 11 g. (0.05 m.) of the compound of Example I, C., the mixture was refluxed overnight. It was chilled, filtered, washed with ether and airdried to give 22 g. The crude product was recrystalled from MeOH to yield 17 g.

Workup

  1. additionAfter the addition of 11 g
  2. temperature, the mixture was refluxed overnight
  3. temperatureIt was chilled
  4. filtrationfiltered
  5. washwashed with ether
  6. customto give 22 g
  7. customto yield 17 g

Sources & evidence

ORD record
ord-01f92e0e4bbb49988f48e4580dbce324
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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