Methane → HCID 19775540, compound

HRID 1613239Notes

Reaction equation

HRID 1613239 reaction equation
[CH3:1][O:2][CH2:3][C:4]([NH2:6])=[S:5].Cl[CH:8]([C:19](=O)[CH2:20][CH2:21][CH3:22])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1.C>C(OCC)(=O)C>[CH3:1][O:2][CH2:3][C:4]1[S:5][C:8]([CH2:9][C:10]2[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=2)=[C:19]([CH2:20][CH2:21][CH3:22])[N:6]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 19775543HCID 19775543, compoundHCID 203233692-Methoxyethanethioamide

Product 1

HCID 19775540HCID 19775540, compoundYield 25.7%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1.2 g of methoxythioacetamide and 3 g of 2-chloro-1-(4-nitrophenyl)hexan-3-one is heated at 90°-100° C. for 4 hours and then cooled and taken up with ethyl acetate. The solution obtained is passed over animal charcoal and then evaporated. The brown oil obtained is purified on a silica column (eluent: 6/4 cyclohexane/ethyl acetate) to give 0.9 g of 2-methoxymethyl-4-propyl-5-(4-nitrobenzyl)thiazole in the form of a brown oil, which is used as such for the next step.

Workup

  1. temperatureis heated at 90°-100° C. for 4 hours
  2. temperaturecooled
  3. customThe solution obtained
  4. customevaporated
  5. customThe brown oil obtained
  6. customis purified on a silica column (eluent: 6/4 cyclohexane/ethyl acetate)

Sources & evidence

ORD record
ord-512ca807ce0b491d8af944158f68f2dc
Source dataset
uspto-grants-1993_03
Patent number
US05192781

Reaction notes

Loading…