3,5-Di-tert-butyl-4-hydroxyhydrocinnamic acid hydrazide → HCID 20085799, compound

HRID 1608862Notes

Reaction equation

HRID 1608862 reaction equation
[CH3:1][C:2]1([CH3:17])[CH2:7][CH:6]([NH:8][C:9](=[O:14])[C:10]([O:12]C)=O)[CH2:5][C:4]([CH3:16])([CH3:15])[NH:3]1.[C:18]([C:22]1[CH:23]=[C:24]([CH2:33][CH2:34][C:35]([NH:37][NH2:38])=[O:36])[CH:25]=[C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])[C:27]=1[OH:28])([CH3:21])([CH3:20])[CH3:19]>CO>[CH3:17][C:2]1([CH3:1])[CH2:7][CH:6]([NH:8][C:9](=[O:14])[C:10]([NH:38][NH:37][C:35](=[O:36])[CH2:34][CH2:33][C:24]2[CH:25]=[C:26]([C:29]([CH3:30])([CH3:32])[CH3:31])[C:27]([OH:28])=[C:22]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:23]=2)=[O:12])[CH2:5][C:4]([CH3:16])([CH3:15])[NH:3]1

Participants

4

Reactant 2

HCID 648653,5-Di-tert-butyl-4-hydroxyhydrocinnamic acid hydrazideHCID 23369036HCID 23369036, compound

Product 1

HCID 20085799HCID 20085799, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 3-necked 100 ml flask was introduced methyl N-(2,2,6,6-tetramethyl-4-piperidinyl)oxamate (4.85 g, 0.02 mole) and 50 ml of methanol. The flask was equipped with a magnetic stirrer, a thermometer and a reflux condenser. The mixture was stirred until all of the solid material dissolved, following which 3-(3,5-di-t-butyl-4-hydroxyphenyl)propionhydrazide (5.85 g, 0.02 mole) was added and the mixture was refluxed for 2 hours. The solid material was filtered off and air dried. The product weighed 2.7 g and had a melting range of 255°-257° C. The infrared scan of the product contained strong carbonyl bands at 1655, 1620, 1590 and 1490 cm-1.

Workup

  1. customThe flask was equipped with a magnetic stirrer
  2. dissolutiondissolved
  3. additionwas added
  4. temperaturethe mixture was refluxed for 2 hours
  5. filtrationThe solid material was filtered off
  6. customair dried

Sources & evidence

ORD record
ord-e268f01e4711488a81c0ba29c6c76e1a
Source dataset
uspto-grants-1995_03
Patent number
US05397821

Reaction notes

Loading…