1-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dione → HCID 13236224, compound

HRID 462689Notes

Reaction equation

HRID 462689 reaction equation
[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=O)=[O:10])=[CH:5][CH:4]=1.[C:20]([CH2:22][C:23]([NH2:25])=[S:24])#[N:21]>N1CCCCC1.C(O)C>[CH3:1][N:2]([CH3:19])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2([OH:10])[NH:25][C:23](=[S:24])[C:22]([C:20]#[N:21])=[C:11]2[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 2312311-[4-(dimethylamino)phenyl]-2-phenylethane-1,2-dioneHCID 14162772-Cyanoethanethioamide

Product 1

HCID 13236224HCID 13236224, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 702EthanolSolvent

Procedure

A mixture of 10.1 g. p-dimethylaminobenzil, 3.2 g. cyanothioacetamide, 10 drops of piperidine and 100 ml. ethanol is stirred for 12 hours at ambient temperature. The precipitated product is filtered off with suction, washed with chloroform and recrystallised from ethanol. There are obtained 6.0 g. of the desired product in the form of yellow crystals; m.p. 184°-185° C. (decomp.).

Workup

  1. additionA mixture of 10.1 g
  2. filtrationThe precipitated product is filtered off with suction
  3. washwashed with chloroform
  4. customrecrystallised from ethanol
  5. customThere are obtained 6.0 g

Sources & evidence

ORD record
ord-d64c0c1d58b748169cf54ea7fa2ad68b
Source dataset
uspto-grants-1985_05
Patent number
US04517185

Reaction notes

Loading…