Hydrochloric Acid → HCID 54546984, compound

HRID 484671Notes

Reaction equation

HRID 484671 reaction equation
CN(C)C=O.[N+:6]([C:9]1[CH:37]=[CH:36][C:12]([CH:13]=[CH:14][C:15]2[C:24]([CH:25]=[CH:26][C:27]3[CH:32]=[CH:31][C:30]([N+:33]([O-])=O)=[CH:29][CH:28]=3)=[N:23][C:22]3[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=3)[N:16]=2)=[CH:11][CH:10]=1)([O-])=O.Cl>[Fe].O>[NH2:33][C:30]1[CH:29]=[CH:28][C:27]([CH:26]=[CH:25][C:24]2[C:15]([CH:14]=[CH:13][C:12]3[CH:11]=[CH:10][C:9]([NH2:6])=[CH:37][CH:36]=3)=[N:16][C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:23]=2)=[CH:32][CH:31]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 54324657HCID 54324657, compound

Product 1

HCID 54546984HCID 54546984, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 962WaterSolvent

Procedure

In a solution of 40 ml of N,N-dimethylformamide and 10 ml of water, 10 g of iron powders and 5.2 g of 2,3-bis(4-nitrostyryl)quinoxaline were dispersed. While stirring, 2.4 ml of hydrochloric acid was dropwise added to the dispersion at room temperature. Stirring was continued for 15 minutes at the same temperature and then for 30 minutes on a steam bath at 70° C. The reaction liquid was transferred to a Soxhlet's extractor and extracted for 3 hours using 300 ml of acetone. The acetone extracts were poured into 500 ml of water to adjust the pH of the liquid to 9 to 10 with an aqueous sodium carbonate solution. The resulting crystals were filtered and dried to obtain 4.3 g (yield 98%) of the product having a melting point of 227° to 228° C.

Workup

  1. stirringStirring
  2. waitfor 30 minutes on a steam bath at 70° C
  3. customThe reaction liquid
  4. extractionextracted for 3 hours
  5. additionThe acetone extracts were poured into 500 ml of water
  6. filtrationThe resulting crystals were filtered
  7. customdried

Sources & evidence

ORD record
ord-eb62fc46257f47c0880596ada745411f
Source dataset
uspto-grants-1985_08
Patent number
US04533613

Reaction notes

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