Hydrochloric Acid → HCID 23335330, compound

HRID 903860Notes

Reaction equation

HRID 903860 reaction equation
[CH3:1][N:2]1[C:9](=[O:10])[CH2:8][C:6](=[O:7])[N:5]([CH3:11])[C:3]1=[O:4].C([N:14]([CH2:17]C)CC)C.[Cl:19][C:20]1[CH:25]=[CH:24][C:23](N=C=O)=[CH:22][CH:21]=1.Cl.CS(C)=[O:32]>O>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([C:8]2([C:17](=[O:32])[NH2:14])[C:9](=[O:10])[N:2]([CH3:1])[C:3](=[O:4])[N:5]([CH3:11])[C:6]2=[O:7])=[CH:22][CH:21]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 679Dimethyl Sulfoxide2×HCID 76934-Chlorophenyl IsocyanateHCID 8471TriethylamineHCID 69860Dimethylbarbituric acid

Product 1

HCID 23335330HCID 23335330, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 15.6 g of 1,3-dimethylbarbituric acid in 150 ml of dimethyl sulphoxide were added dropwise 10.1 g of triethylamine at a temperature of 20° to 30° C. and with continual stirring, and thereafter 15.6 g of 4-chlorophenylisocyanate, dissolved in a small amount of dimethyl sulphoxide. The reaction mixture was stirred for a further 24 hours at room temperature and then poured into a solution of 15 ml of conc. hydrochloric acid in 350 ml of water. The resultant condensation product was collected with suction and recrystallised from dioxan, giving the compound of the formula ##STR6## with a melting point of 225°-227° C.

Workup

  1. customThe resultant condensation product
  2. customwas collected with suction
  3. customrecrystallised from dioxan
  4. customgiving the compound of the formula ##STR6## with a melting point of 225°-227° C.

Sources & evidence

ORD record
ord-fea30b30689d4e4a8ba9fb488ccb6efd
Source dataset
uspto-grants-1980_10
Patent number
US04229454

Reaction notes

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