Propanoic acid, 2-bromo-2-methyl-, ethyl ester → HCID 15789283, compound

HRID 1647081Notes

Reaction equation

HRID 1647081 reaction equation
[C:1]1([NH:7][C:8](=[S:10])[S-:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH4+].Br[C:13]([CH3:20])([CH3:19])[C:14](OCC)=[O:15]>C(O)C>[CH3:19][C:13]1([CH3:20])[S:10][C:8](=[S:9])[N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:14]1=[O:15]

Participants

4

Reactant 2

HCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 3032377Carbamodithioic acid, phenyl-, monoammonium salt

Product 1

HCID 15789283HCID 15789283, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ammonium phenyldithiocarbamate (93 g, 0.5 mole) and ethyl 2-bromoisobutyrate (98 g, 0.5 mole) were dissolved in ethanol (100 mL) and heated at reflux overnight. The ethanol was distilled off and the residue poured into ice water. The solid was filtered and recrystallized in 95% ethanol. The product had a final weight of 31.4 g and an M.P. of 107-108 degrees.

Workup

  1. temperatureheated
  2. temperatureat reflux overnight
  3. distillationThe ethanol was distilled off
  4. additionthe residue poured into ice water
  5. filtrationThe solid was filtered
  6. customrecrystallized in 95% ethanol

Sources & evidence

ORD record
ord-8f1f3e80e64944e9ba6e71809cb6413c
Source dataset
uspto-grants-1995_07
Patent number
US05429919

Reaction notes

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