HCID 13589694, compound → HCID 178460150, compound

HRID 905151Notes

Reaction equation

HRID 905151 reaction equation
[C:1]([CH:6]1[C:11](=[O:12])[CH:10]([C:13]([O:15][CH3:16])=[O:14])[CH:9]([CH2:17][CH2:18][CH:19]2[S:23][CH2:22][CH2:21][S:20]2)[CH2:8][C:7]1=[O:24])(=O)[CH2:2][CH2:3][CH3:4].[Cl-].[CH2:26]([O:29][NH3+:30])[CH:27]=[CH2:28]>C(O)C.C([O-])(=O)C.[Na+]>[CH2:26]([O:29][NH:30][C:1](=[C:6]1[C:11](=[O:12])[CH:10]([C:13]([O:15][CH3:16])=[O:14])[CH:9]([CH2:17][CH2:18][CH:19]2[S:23][CH2:22][CH2:21][S:20]2)[CH2:8][C:7]1=[O:24])[CH2:2][CH2:3][CH3:4])[CH:27]=[CH2:28]

Participants

5

Reactant 2

HCID 13589694HCID 13589694, compoundHCID 20475565HCID 20475565, compound

Product 1

HCID 178460150HCID 178460150, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 517045Sodium AcetateSolvent

Conditions

Temperature
20 °C

Procedure

12.0 parts by weight of 2-butyryl-4-methoxycarbonyl-5-[2-(1,3-dithiolan-2-yl)-ethyl]-cyclohexane-1,3-dione were dissolved in 150 parts by volume of ethanol, and 3.29 parts by weight of allyloxyammonium chloride and 3.28 parts by weight of anhydrous sodium acetate were added. The mixture was stirred at 20° C. for 20 hours, poured onto ice-water and extracted with methylene chloride. The organic phase was concentrated to give 13.1 parts by weight of 2-(1-allyloxyaminobutylidene)-4-methoxycarbonyl-5-[2-(1,3-dithiolan-2-yl)-ethyl]-cyclohexane-1,3-dione (compound No. 3) as a viscous oil having the following structure: ##STR9## C20H29O5NS2, molecular weight=427. Calculated: C 56.2, H 6.8, N 2.3, S 15.0. Found: C 57.0, H 6.7, N 2.8, S 14.7.

Workup

  1. additionwere added
  2. additionpoured onto ice-water
  3. extractionextracted with methylene chloride
  4. concentrationThe organic phase was concentrated

Sources & evidence

ORD record
ord-3f5bc6e258914847911ddb8b38afd650
Source dataset
uspto-grants-1983_12
Patent number
US04422864

Reaction notes

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