Acetyl chloride → HCID 53699083, compound

HRID 466984Notes

Reaction equation

HRID 466984 reaction equation
[S:1]1[CH:5]=[CH:4][S:3][C:2]1=[C:6]([C:13](=[O:22])[NH:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)[C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8].C(N(CC)CC)C.[C:30](Cl)(=[O:32])[CH3:31]>C(Cl)Cl>[S:1]1[CH:5]=[CH:4][S:3][C:2]1=[C:6]([C:13](=[O:22])[NH:14][C:15]1[CH:16]=[CH:17][C:18]([O:21][C:30](=[O:32])[CH3:31])=[CH:19][CH:20]=1)[C:7]([O:9][CH:10]([CH3:12])[CH3:11])=[O:8]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 54362488HCID 54362488, compound

Product 1

HCID 53699083HCID 53699083, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Isopropyl 2-(1,3-dithiol-2-ylidene)-2-[N-(4-hydroxyphenyl) carbamoyl]acetate (13.5 g) and triethylamine (6.7 ml) were dissolved in methylene chloride (100 ml) and cooled to 0° C. To the mixture was added acetyl chloride (3.16 ml) dropwise and then stirred for 1 hr. The reaction mixture was washed with water and dried over anhydrous magnesium sulfate. The solution was evaporated to dryness and the residue was triturated with n-hexane to give the titled compound. (12 g), 79.1%)

Workup

  1. washThe reaction mixture was washed with water
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solution was evaporated to dryness
  4. customthe residue was triturated with n-hexane

Sources & evidence

ORD record
ord-863c09893fbc4d62afc9dd8473a40a90
Source dataset
uspto-grants-1992_10
Patent number
US05158950

Reaction notes

Loading…