Hydrazine hydrate (1:1) → HCID 57688182, compound

HRID 2425946Notes

Reaction equation

HRID 2425946 reaction equation
O.[NH2:2][NH2:3].[N:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][NH:13][C:14]([C:16]2[S:20][C:19]([C:21]([O:23]C)=O)=[CH:18][CH:17]=2)=[O:15])=[CH:6][CH:5]=1>CO>[N:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][NH:13][C:14]([C:16]2[S:20][C:19]([C:21]([NH:2][NH2:3])=[O:23])=[CH:18][CH:17]=2)=[O:15])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)2×HCID 67087474HCID 67087474, compound

Product 1

HCID 57688182HCID 57688182, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

80% Hydrazine monohydrate (0.17 mL, 2.8 mmol) was added to methyl 5-[3-(pyridin-4-yl)propylcarbamoyl]thiophene-2-carboxylate (0.28 g, 0.92 mmol) in methanol (10 mL), and the reaction solution was left at 50° C. for 95 hours. After addition of 80% hydrazine monohydrate (0.17 mL, 2.8 mmol), it was left at 55° C. for another 14 hours and concentrated to dryness by evaporating the solvent under reduced pressure. Methanol (2 mL) was added to the residue, and the resulting solution was put on a sonicator. The precipitated solid was recovered by filtration and dried to give the desired product, 5-hydrazinocarbonylthiophene-2-carboxylic acid 3-(pyridin-4-yl)propylamide (yield 61%).

Workup

  1. waitwas left at 55° C. for another 14 hours
  2. concentrationconcentrated to dryness
  3. customby evaporating the solvent under reduced pressure
  4. additionMethanol (2 mL) was added to the residue
  5. filtrationThe precipitated solid was recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-0a1948137b9b4222a2f6369ee81b6d73
Source dataset
uspto-grants-2011_06
Patent number
US07968542B2

Reaction notes

Loading…