Nitromethane → HCID 21434885, compound

HRID 597698Notes

Reaction equation

HRID 597698 reaction equation
C(N(CC)C(=S)S[CH2:6][C:7]1[CH:12]=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:10]([OH:17])=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[CH:8]=1)C.[OH-:25].[K+].[N+:27]([CH3:30])([O-:29])=[O:28]>CO>[C:13]([C:11]1[CH:12]=[C:7]([CH:8]=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:10]=1[OH:17])[CH2:6][C:30]([CH2:6][C:7]1[CH:8]=[C:9]([C:18]([CH3:20])([CH3:19])[CH3:21])[C:10]([OH:25])=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:12]=1)([CH2:6][C:7]1[CH:8]=[C:9]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:10]([OH:17])=[C:11]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:12]=1)[N+:27]([O-:29])=[O:28])([CH3:14])([CH3:16])[CH3:15]

Participants

5

Reactant 3

HCID 6375NitromethaneHCID 14797Potassium HydroxideHCID 1712545HCID 1712545, compound

Product 1

HCID 21434885HCID 21434885, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a rapidly stirred solution of 11.0l g of 3,5-di-t-butyl-4-hydroxybenzyl N,N-diethyldithiocarbamate in 100 ml of hot methanol was added a freshly prepared solution of 1.68 g of potassium hydroxide and 0.61 g of nitromethane. The resulting stirred mixture was refluxed under nitrogen for 24 hours. Upon cooling, 3.0 g of the product precipitated as white crystals, mp 199°-201° C. An additional 2.07 g of pure product was obtained from the filtrate after recrystallization from acetonitrile and vacuum drying.

Workup

  1. temperaturewas refluxed under nitrogen for 24 hours
  2. temperatureUpon cooling
  3. custom3.0 g of the product precipitated as white crystals, mp 199°-201° C

Sources & evidence

ORD record
ord-d00537879f5145f4af5b9a309dc9cc8a
Source dataset
uspto-grants-1977_03
Patent number
US04014943

Reaction notes

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