Hydrochloric Acid → HCID 54252878, compound

HRID 847684Notes

Reaction equation

HRID 847684 reaction equation
[N+:1]([C:4]1[CH:37]=[CH:36][C:7]([CH:8]=[CH:9][C:10]2[CH:11]=[CH:12][C:13]3[N:14]([CH2:34][CH3:35])[C:15]4[C:20]([C:21]=3[CH:22]=2)=[CH:19][C:18]([CH:23]=[CH:24][C:25]2[CH:30]=[CH:29][C:28]([N+:31]([O-])=O)=[CH:27][CH:26]=2)=[CH:17][CH:16]=4)=[CH:6][CH:5]=1)([O-])=O.Cl.O.C(=O)([O-])[O-].[Na+].[Na+]>[Fe].CN(C)C=O>[NH2:1][C:4]1[CH:37]=[CH:36][C:7]([CH:8]=[CH:9][C:10]2[CH:11]=[CH:12][C:13]3[N:14]([CH2:34][CH3:35])[C:15]4[C:20]([C:21]=3[CH:22]=2)=[CH:19][C:18]([CH:23]=[CH:24][C:25]2[CH:26]=[CH:27][C:28]([NH2:31])=[CH:29][CH:30]=2)=[CH:17][CH:16]=4)=[CH:6][CH:5]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 10340Sodium CarbonateHCID 54036027HCID 54036027, compound

Product 1

HCID 54252878HCID 54252878, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 6228DimethylformamideSolvent

Procedure

20 g of 3,6-bis(4-nitrostyryl)-9-ethyl carbazole were added to a mixture consisting of 30 g of iron powder, 10 ml of concentrated hydrochloric acid, 50 ml of water and 600 ml of N,N-dimethylformamide and subjected to 1.5 hours' intense stirring at a temperature of 80° to 90° C. Thereafter, the pH value was adjusted to be 8 by means of 10% aqueous solution of sodium carbonate while thus heating, and the undissolved matter was filtered. The resulting filtrate, after treating with active carbon, was gradually poured in 600 ml of water, whereby there was obtained yellow crystals of 3,6-bis(4-aminostyryl)-9-ethyl carbazole. The yield of this crystal was 17 g (yield rate: 94%) and the melting point thereof was 260° C. or more.

Workup

  1. temperaturewhile thus heating
  2. filtrationthe undissolved matter was filtered
  3. additionThe resulting filtrate, after treating with active carbon
  4. additionwas gradually poured in 600 ml of water

Sources & evidence

ORD record
ord-1ff0d5f954f14145bdd27b2cffdfe12f
Source dataset
uspto-grants-1981_10
Patent number
US04293492

Reaction notes

Loading…