Hydrochloric Acid → HCID 1490650, compound

HRID 616396Notes

Reaction equation

HRID 616396 reaction equation
[C:1]1(=[O:10])[O:9][C:6]([CH3:8])([CH3:7])[O:5][C:3](=[O:4])[CH2:2]1.C(N(CC)CC)C.[Cl:18][C:19]1[CH:20]=[C:21]([N:26]=[C:27]=[O:28])[CH:22]=[CH:23][C:24]=1[Cl:25].Cl>CS(C)=O.O>[CH3:7][C:6]1([CH3:8])[O:9][C:1](=[O:10])[C:2]([C:27](=[O:28])[NH:26][C:21]2[CH:22]=[CH:23][C:24]([Cl:25])=[C:19]([Cl:18])[CH:20]=2)=[C:3]([OH:4])[O:5]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 76073,4-Dichlorophenyl isocyanateHCID 8471TriethylamineHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 1490650HCID 1490650, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolvent2×HCID 962WaterSolvent

Procedure

To a solution of 14.4 g of isopropylidene malonate in 150 ml of dimethyl sulphoxide were added dropwise, at room temperature, 10.1 g of triethylamine and thereafter, at 20° to 30° C, 18.8 g of 3,4-dichlorophenylisocyanate in 30 ml of dimethyl sulphoxide. The mixture was reacted for 12 to 15 hours at room temperature and the resultant solution was poured into a solution of 20 ml of concentrated hydrochloric acid in 200 ml of water. The precipitate which formed was collected with suction. Recrystallisation from 130 ml of acetone yielded the product of the formula ##STR5## with a melting point of 132°-134° C.

Workup

  1. customat 20° to 30° C
  2. customThe mixture was reacted for 12 to 15 hours at room temperature
  3. customThe precipitate which formed
  4. customwas collected with suction
  5. customRecrystallisation from 130 ml of acetone
  6. customyielded the product of the formula ##STR5## with a melting point of 132°-134° C.

Sources & evidence

ORD record
ord-182466c2282648d3a5461bcd894e5c10
Source dataset
uspto-grants-1978_02
Patent number
US04073932

Reaction notes

Loading…