Phthaloyl chloride → HCID 131716435, compound

HRID 2107207Notes

Reaction equation

HRID 2107207 reaction equation
[C:1](Cl)(=[O:11])[C:2]1[C:3](=[CH:7][CH:8]=[CH:9][CH:10]=1)[C:4](Cl)=[O:5].[NH2:13][C:14]1[S:15][CH:16]=[C:17]([C:19](=[C:25]2[S:29][C:28](=[S:30])[N:27]([CH2:31][C:32]([OH:34])=[O:33])[C:26]2=[O:35])[C:20]([O:22][CH2:23][CH3:24])=[O:21])[N:18]=1>O1CCCC1>[OH2:5].[CH2:23]([O:22][C:20]([C:19](=[C:25]1[S:29][C:28](=[S:30])[N:27]([CH2:31][C:32]([OH:34])=[O:33])[C:26]1=[O:35])[C:17]1[N:18]=[C:14]([N:13]2[C:4](=[O:5])[C:3]3=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]3[C:1]2=[O:11])[S:15][CH:16]=1)=[O:21])[CH3:24].[CH2:23]([O:22][C:20]([C:19](=[C:25]1[S:29][C:28](=[S:30])[N:27]([CH2:31][C:32]([OH:34])=[O:33])[C:26]1=[O:35])[C:17]1[N:18]=[C:14]([N:13]2[C:4](=[O:5])[C:3]3=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]3[C:1]2=[O:11])[S:15][CH:16]=1)=[O:21])[CH3:24]

Participants

4

Reactant 2

HCID 6955Phthaloyl chlorideHCID 54426503HCID 54426503, compound

Product 1

HCID 131716435HCID 131716435, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

0.7 g of phthaloyl dichloride was added dropwise under ice-cooling to a solution of 1.19 g of 5-[1-(2-aminothiazol-4-yl)-1-ethoxycarbonylmethylene]rhodanine-3-acetic acid in 8 ml of tetrahydrofuran. The resulting mixture was stirred for 6 hours under ice-cooling and then heated at 60° C. for 4 hours. The crystals which precipitated out after cooling were collected by filtration and recrystallized from ethanol. The resulting product was a yellow powder having the following physical properties.

Workup

  1. temperaturecooling
  2. customThe crystals which precipitated out
  3. temperatureafter cooling
  4. filtrationwere collected by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-0b06de869b3248f68bb674aca72f5d2f
Source dataset
uspto-grants-1990_06
Patent number
US04933355

Reaction notes

Loading…