Hydrochloric Acid → HCID 70290411, compound

HRID 1741147Notes

Reaction equation

HRID 1741147 reaction equation
C(OC([N:8]([C:10](=[O:23])[CH:11]=[CH:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=1)[NH2:9])=O)(C)(C)C.Cl>C(O)C>[CH:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[CH:12]=[CH:11][C:10]([NH:8][NH2:9])=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53690444HCID 53690444, compound

Product 1

HCID 70290411HCID 70290411, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the above hydrazine carboxylic acid tert butyl ester (4.5 g, 14.4 mmol) in ethanol (25 ml) was added 2 N hydrochloric acid and the mixture was refluxed for 1 h. The solvent was evaporated in vacuo and the residue was dissolved in water (100 ml) and made alkaline to pH=9 with 1 N sodium hydroxide. The precipitated was filtered off and washed with water (2×30 ml) and heptane (2×30 ml) and dried in vacuo at 50° C. which afforded 2.8 g (92%) of 3-naphthalen-2-yl-acrylic acid hydrazide as a solid.

Workup

  1. temperaturethe mixture was refluxed for 1 h
  2. customThe solvent was evaporated in vacuo
  3. dissolutionthe residue was dissolved in water (100 ml)
  4. filtrationThe precipitated was filtered off
  5. washwashed with water (2×30 ml) and heptane (2×30 ml)
  6. customdried in vacuo at 50° C. which

Sources & evidence

ORD record
ord-7b8ccfadbb8c41a1b2ac666b85ab9404
Source dataset
uspto-grants-1999_10
Patent number
US05972978

Reaction notes

Loading…