Hydrazine → HCID 178489941, compound

HRID 38083

Reaction equation

HRID 38083 reaction equation
[S:1]1CS[C:2]1=[C:5]([C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1)[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1)=O.[NH2:22][NH2:23]>C1COCC1>[CH3:15][O:14][C:10]1[CH:9]=[C:8]([C:6]2[C:5]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)=[C:2]([SH:1])[NH:22][N:23]=2)[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 866585382-[1,3]Dithietan-2-ylidene-1-(3-methoxy-phenyl)-2-pyridin-4-yl-ethanone

Product 1

HCID 178489941HCID 178489941, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

2-[1,3]Dithietan-2-ylidene-1-(3-methoxy-phenyl)-2-pyridin-4-yl-ethanone (1.18 g, 3.17 mmol) was suspended into a 1 M solution of hydrazine in THF and heated to 70° C. for two hours. The suspension was then concentrated under reduced pressure, taken up with a small volume of ethanol and diluted with THF (10 mL) and stirred for 5 minutes. The solid was filtered, washed with THF and dried at 50° C. for 2 hours. 1.26 g of 5-(3-methoxy-phenyl)-4-pyridin-4-yl-2H-pyrazole-3-thiol were obtained as an orange solid and used in the following step without further purification.

Workup

  1. concentrationThe suspension was then concentrated under reduced pressure
  2. additiondiluted with THF (10 mL)
  3. filtrationThe solid was filtered
  4. washwashed with THF
  5. customdried at 50° C. for 2 hours

Sources & evidence

ORD record
ord-45f594149cd64d9aaea3895cce1eff2d
Source dataset
uspto-grants-2013_09
Patent number
US08524707B2

Linked notes

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