Hydrazine → HCID 86752503, compound

HRID 1289136Notes

Reaction equation

HRID 1289136 reaction equation
[CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=O.[NH2:18][NH2:19]>C(O)C>[N:18](=[C:1]=[C:3]1[S:7][C:6]([C:8]2[S:9][C:10]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=[CH:11][CH:12]=2)=[CH:5][CH2:4]1)[NH2:19]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 454742(2,2':5',2''-Terthiophene)-5-carboxaldehyde

Product 1

HCID 86752503HCID 86752503, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.5 g of 5-formyl-2,2':5',2"-terthiophene was dissolved in 200 ml of ethanol. 2 ml of hydrazine was dropped in slowly. After 2 ml of H2 SO4 (2N) was dropped in and stirred for 3 hours at room temperature, the reaction solution was monitored by thin layer chromatography to determine whether the reaction was completed. Ethanol was removed under reduced pressure. Then, it was extracted with ethyl acetate and treated in situ on column chromatographic separation. From the eluate of ethyl acetate/n-hexane (1/9) the mixture of syn-5-hydrazonomethylidene-2,2':5',2"-terthiophene and anti-5-hydrazonomethylidene-2,2':5',2"-terthiophene were thus obtained.

Workup

  1. customEthanol was removed under reduced pressure
  2. extractionThen, it was extracted with ethyl acetate
  3. additiontreated in situ on column chromatographic separation
  4. additionFrom the eluate of ethyl acetate/n-hexane (1/9) the mixture of syn-5-hydrazonomethylidene-2,2':5',2"-terthiophene and anti-5-hydrazonomethylidene-2,2':5',2"-terthiophene
  5. customwere thus obtained

Sources & evidence

ORD record
ord-5b83137baad84305bf947fb99cba3f0b
Source dataset
uspto-grants-1998_05
Patent number
US05747525

Reaction notes

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