Hydrochloric Acid → HCID 53948436, compound

HRID 1413923Notes

Reaction equation

HRID 1413923 reaction equation
[N+:1]([C:4]1[CH:36]=[CH:35][C:7]([CH:8]=[CH:9][C:10]2[C:11]3[C:16]([C:17]([CH:24]=[CH:25][C:26]4[CH:31]=[CH:30][C:29]([N+:32]([O-])=O)=[CH:28][CH:27]=4)=[C:18]4[C:23]=2[CH:22]=[CH:21][CH:20]=[CH:19]4)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:6][CH:5]=1)([O-])=O.CN(C)C=O.Cl.C(=O)([O-])[O-].[Na+].[Na+]>[Fe].O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:8]=[CH:9][C:10]2[C:11]3[C:16]([C:17]([CH:24]=[CH:25][C:26]4[CH:31]=[CH:30][C:29]([NH2:32])=[CH:28][CH:27]=4)=[C:18]4[C:23]=2[CH:22]=[CH:21][CH:20]=[CH:19]4)=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:35][CH:36]=1

Participants

7

Reactant 4

HCID 313Hydrochloric Acid2×HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 54292264HCID 54292264, compound

Product 1

HCID 53948436HCID 53948436, compoundYield 96.2%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

After mixing 6.0 g of 9,10-bis(p-nitrostyryl)anthracene, 12.0 g of iron powder and 200 ml of N,N-dimethyl formamide together, by adding dilute hydrochloric acid prepared by employing 5 ml of concentrated hydrochloric acid and 17 ml of water to the resulting mixture and intensely stirring, reaction was effected at a temperature of 90° to 100° C. for an hour. After completing the reaction, the pH value of the reactant mixture was adjusted to be 8 by adding a 5% aqueous solution of sodium carbonate while heating as above, and the undissolved matter was filtered. Then, by diluting the resulting filtrate with 70 ml of water, there were separated yellowish brown-colored crystals. These crystals were collected by filtering, washed in water and dried, whereby there were obtained 5.0 g (yield rate: 96.2%) of 9,10-bis(p-aminostyryl)anthracene. The melting point of this crystal was in the range of from 281.5° to 20° C. (decomposition point).

Workup

  1. customprepared
  2. customreaction
  3. waitwas effected at a temperature of 90° to 100° C. for an hour
  4. customthe reaction
  5. temperaturewhile heating as above, and the undissolved matter
  6. filtrationwas filtered
  7. additionThen, by diluting the resulting filtrate with 70 ml of water, there
  8. customwere separated yellowish brown-colored crystals
  9. customThese crystals were collected
  10. filtrationby filtering
  11. washwashed in water
  12. customdried

Sources & evidence

ORD record
ord-e3e95311ff25455ba86e8bd0ae1959b5
Source dataset
uspto-grants-1981_02
Patent number
US04251613

Reaction notes

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