HCID 15916793, compound → HCID 15916795, compound

HRID 354673Notes

Reaction equation

HRID 354673 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:12]([CH2:13][CH2:14][CH2:15]O)[C:11](=[S:17])[NH:10][CH2:9]2)=[CH:4][CH:3]=1>ClCCCl.CS(O)(=O)=O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:12]3[C:11]([S:17][CH2:15][CH2:14][CH2:13]3)=[N:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 15916793HCID 15916793, compound

Product 1

HCID 15916795HCID 15916795, compound

Reagents, catalysts & solvents 2

HCID 111,2-DichloroethaneSolventHCID 6395Methanesulfonic AcidSolvent

Procedure

Dissolve 4.9 g of the product of Step C in 30 ml of 1,2-dichloroethane and 5.6 g of methane sulfonic acid (98%). Reflux the mixture for one (1) hour then remove the solvent in vacuo. Add 80 ml of ice-water then adjust to an alkaline pH with 10% sodium hydroxide solution. Extract with methylene chloride, dry the extract over sodium sulfate and concentrate to an oil which crystallizes from petroleum ether M.P. 69°-71° C.

Workup

  1. customthen remove the solvent in vacuo
  2. additionAdd 80 ml of ice-water
  3. extractionExtract with methylene chloride
  4. customdry the
  5. extractionextract over sodium sulfate
  6. concentrationconcentrate to an oil which
  7. customcrystallizes from petroleum ether M.P. 69°-71° C.

Sources & evidence

ORD record
ord-2b4e564381df4fcdafe638683e126325
Source dataset
uspto-grants-1983_03
Patent number
US04376769

Reaction notes

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